2-Amino-3,3-dimethylbutanenitrile → N-(1-cyano-2,2-dimethyl-propyl)-5-cyclopropyl-4-[(1S)-2,2,2-trifluoro-1-methyl-ethoxy]pyridine-2-carboxamide

HRID 1480280

Reaction equation

HRID 1480280 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][C@@H:14]([CH3:19])[C:15]([F:18])([F:17])[F:16])=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[NH2:20][CH:21]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:22]#[N:23]>>[C:22]([CH:21]([NH:20][C:10]([C:7]1[CH:6]=[C:5]([O:13][C@@H:14]([CH3:19])[C:15]([F:18])([F:17])[F:16])[C:4]([CH:1]2[CH2:2][CH2:3]2)=[CH:9][N:8]=1)=[O:12])[C:24]([CH3:27])([CH3:26])[CH3:25])#[N:23]

Participants

3

Reactant 2

HCID 113784652-Amino-3,3-dimethylbutanenitrileHCID 902045735-Cyclopropyl-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 90214975N-(1-cyano-2,2-dimethyl-propyl)-5-cyclopropyl-4-[(1S)-2,2,2-trifluoro-1-methyl-ethoxy]pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-Cyclopropyl-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid (Example 68a) and 2-Amino-3,3-dimethyl-butyronitrile (CAN 77425-86-6) as starting materials and isolated (2 g, 99%); MS (ESI, m/z): 370.6 (M+H+).

Workup

  1. customisolated (2 g, 99%)

Sources & evidence

ORD record
ord-163dd4bb740f4daea0e622d4614505c3
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Linked notes

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