Anastrozole EP Impurity I
Katalognummer B193210
Molekulargewicht: 260.76 g/mol
InChI-Schlüssel: HSNGPKBBTHINTG-UHFFFAOYSA-N
Achtung: Nur für Forschungszwecke. Nicht für den menschlichen oder tierärztlichen Gebrauch.
Patent
USRE036617
Procedure details
A solution of 2,2'-(5-chloromethyl-1,3-phenylene)di(2-methylpropiononitrile), (0.23 g), and 1H-1,2,4-triazole (0.35 g) in acetonitrile (2 ml) was heated under reflux for 18 h, then evaporated to dryness. The residue was partitioned between 1N aqueous potassium hydrogen carbonate solution and ethyl acetate, the organic phase was separated, dried and evaporated to dryness under reduced pressure, and the residue was purified by flash column chromatography. Elution with methanol:chloroform (1:49 by volume), gave 2,2'-[5-(1H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]di(2-methylpropiononitrile), identical with the product of Example 1, and further elution with methanol:chloroform (2:23 by volume, gave 2,2'-[5-(4H-1,2,4-triazol-4-ylmethyl)-1,3-phenylene]di(2-methylpropiononit rile), mp. 158°-161°.
Quantity
0.23 g
Type
reactant
Reaction Step One
Identifiers
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REACTION_CXSMILES
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Cl[CH2:2][C:3]1[CH:4]=[C:5]([C:14]([CH3:18])([CH3:17])[C:15]#[N:16])[CH:6]=[C:7]([C:9]([CH3:13])([CH3:12])[C:10]#[N:11])[CH:8]=1.[NH:19]1[CH:23]=[N:22][CH:21]=[N:20]1>C(#N)C>[N:19]1([CH2:2][C:3]2[CH:4]=[C:5]([C:14]([CH3:18])([CH3:17])[C:15]#[N:16])[CH:6]=[C:7]([C:9]([CH3:13])([CH3:12])[C:10]#[N:11])[CH:8]=2)[CH:23]=[N:22][CH:21]=[N:20]1
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Inputs
Step One
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Name
|
|
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Quantity
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0.23 g
|
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Type
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reactant
|
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Smiles
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ClCC=1C=C(C=C(C1)C(C#N)(C)C)C(C#N)(C)C
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|
Name
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|
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Quantity
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0.35 g
|
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Type
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reactant
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Smiles
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N1N=CN=C1
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Name
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|
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Quantity
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2 mL
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Type
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solvent
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Smiles
|
C(C)#N
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Conditions
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
TEMPERATURE
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Type
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TEMPERATURE
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Details
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under reflux for 18 h
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Duration
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18 h
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CUSTOM
|
Type
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CUSTOM
|
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Details
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evaporated to dryness
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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 residue was partitioned between 1N aqueous potassium hydrogen carbonate solution and ethyl acetate
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CUSTOM
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Type
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CUSTOM
|
|
Details
|
the organic phase was separated
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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
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CUSTOM
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Type
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CUSTOM
|
|
Details
|
evaporated to dryness under reduced pressure
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CUSTOM
|
Type
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CUSTOM
|
|
Details
|
the residue was purified by flash column chromatography
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WASH
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Type
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WASH
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Details
|
Elution with methanol:chloroform (1:49 by volume)
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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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N1(N=CN=C1)CC=1C=C(C=C(C1)C(C#N)(C)C)C(C#N)(C)C
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Source
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Source
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Open Reaction Database (ORD) |
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Description
|
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. |
