2-Amino-3,3-dimethylbutanenitrile → N-(1-cyano-2,2-dimethyl-propyl)-5-cyclopropyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

HRID 1480237Notes

Reaction equation

HRID 1480237 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][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.[NH2:19][CH:20]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:21]#[N:22]>>[C:21]([CH:20]([NH:19][C:10]([C:7]1[CH:6]=[C:5]([O:13][CH2:14][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:23]([CH3:26])([CH3:25])[CH3:24])#[N:22]

Participants

3

Reactant 2

HCID 113784652-Amino-3,3-dimethylbutanenitrileHCID 902036745-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 90203646N-(1-cyano-2,2-dimethyl-propyl)-5-cyclopropyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 48c) and 2-Amino-3,3-dimethyl-butyronitrile (CAN 77425-86-6) as starting materials and isolated (782 mg, 90%); MS (ESI, m/z): 356.2 (M+H+).

Workup

  1. customisolated (782 mg, 90%)

Sources & evidence

ORD record
ord-5db29b72ba0d49bcb8f8d062680b185b
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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