Nilotinib hydrochloride
Katalognummer B1258797
Molekulargewicht: 566.0 g/mol
InChI-Schlüssel: VTGGYCCJUPYZSX-UHFFFAOYSA-N
Achtung: Nur für Forschungszwecke. Nicht für den menschlichen oder tierärztlichen Gebrauch.
Patent
US08937082B2
Procedure details
To a 1 Liter reactor was added Nilotinib-base form A (20 g, 0.04 mol), absolute ethanol (200 ml), and HCl 32% solution in water (6.45 g, 0.04 mol). A slurry was formed. The slurry was heated to reflux, dissolution occurred during the stirring, and the solution was then filtered under reduced pressure. The filtrate was fed to a second reactor and heated back to reflux. At 76.0° C. the solution was seeded with 0.2 g of a dry material obtained by the process of example 23. Precipitation was observed. Then, the mixture was maintained at reflux for 0.5 h, followed by cooling over 2 h to 5° C. During cooling at 20° C. absolute ethanol was added (100 ml) and the slurry was stirred till it cooled to 5° C. The cooled slurry was then filtered, and the collected solid was washed with absolute ethanol, and dried over night at 70° C. in a vacuum oven to yield Nilotinib-HCl form T17 (16.3 g, 73% yield).
Identifiers
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REACTION_CXSMILES
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[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:21]([NH:23][C:24]2[CH:25]=[C:26]([C:36]([F:39])([F:38])[F:37])[CH:27]=[C:28]([N:30]3[CH:34]=[N:33][C:32]([CH3:35])=[CH:31]3)[CH:29]=2)=[O:22])=[CH:6][C:7]=1[NH:8][C:9]1[N:10]=[CH:11][CH:12]=[C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[N:19][CH:20]=2)[N:14]=1.[ClH:40].O>C(O)C>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:21]([NH:23][C:24]2[CH:25]=[C:26]([C:36]([F:38])([F:39])[F:37])[CH:27]=[C:28]([N:30]3[CH:34]=[N:33][C:32]([CH3:35])=[CH:31]3)[CH:29]=2)=[O:22])=[CH:6][C:7]=1[NH:8][C:9]1[N:10]=[CH:11][CH:12]=[C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[N:19][CH:20]=2)[N:14]=1.[ClH:40] |f:4.5|
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Inputs
Step One
Conditions
Temperature
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Control Type
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UNSPECIFIED
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Setpoint
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20 °C
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Stirring
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Type
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CUSTOM
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|
Details
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the slurry was stirred till it
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Rate
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UNSPECIFIED
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RPM
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0
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Other
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Conditions are dynamic
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1
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Details
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See reaction.notes.procedure_details.
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Workups
CUSTOM
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Type
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CUSTOM
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|
Details
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A slurry was formed
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TEMPERATURE
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Type
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TEMPERATURE
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|
Details
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The slurry was heated
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TEMPERATURE
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Type
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TEMPERATURE
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|
Details
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to reflux
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DISSOLUTION
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Type
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DISSOLUTION
|
|
Details
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dissolution
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FILTRATION
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Type
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FILTRATION
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|
Details
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the solution was then filtered under reduced pressure
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CUSTOM
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Type
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CUSTOM
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Details
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The filtrate was fed to a second reactor
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TEMPERATURE
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Type
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TEMPERATURE
|
|
Details
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heated back
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TEMPERATURE
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Type
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TEMPERATURE
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|
Details
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to reflux
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CUSTOM
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Type
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CUSTOM
|
|
Details
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At 76.0° C.
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CUSTOM
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Type
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CUSTOM
|
|
Details
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obtained by the process of example 23
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CUSTOM
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Type
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CUSTOM
|
|
Details
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Precipitation
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TEMPERATURE
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Type
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TEMPERATURE
|
|
Details
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Then, the mixture was maintained
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TEMPERATURE
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Type
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TEMPERATURE
|
|
Details
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at reflux for 0.5 h
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Duration
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0.5 h
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TEMPERATURE
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Type
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TEMPERATURE
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|
Details
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by cooling over 2 h to 5° C
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ADDITION
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Type
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ADDITION
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Details
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was added (100 ml)
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TEMPERATURE
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Type
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TEMPERATURE
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|
Details
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cooled to 5° C
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FILTRATION
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Type
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FILTRATION
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|
Details
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The cooled slurry was then filtered
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WASH
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Type
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WASH
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|
Details
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the collected solid was washed with absolute ethanol
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CUSTOM
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Type
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CUSTOM
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|
Details
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dried over night at 70° C. in a vacuum oven
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Outcomes
Product
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Name
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|
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Type
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product
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Smiles
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CC=1C=CC(=CC1NC=2N=CC=C(N2)C=3C=CC=NC3)C(=O)NC=4C=C(C=C(C4)N5C=C(N=C5)C)C(F)(F)F.Cl
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Measurements
| Type | Value | Analysis |
|---|---|---|
| YIELD: PERCENTYIELD | 73% |
Source
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Source
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Open Reaction Database (ORD) |
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Description
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The Open Reaction Database (ORD) is an open-access schema and infrastructure for structuring and sharing organic reaction data, including a centralized data repository. The ORD schema supports conventional and emerging technologies, from benchtop reactions to automated high-throughput experiments and flow chemistry. Our vision is that a consistent data representation and infrastructure to support data sharing will enable downstream applications that will greatly improve the state of the art with respect to computer-aided synthesis planning, reaction prediction, and other predictive chemistry tasks. |
