3-Amino-3-cyclopropylbutanamide → N-(3-amino-1-cyclopropyl-1-methyl-3-oxo-propyl)-5-cyclopropyl-4-(2,2-difluoroethoxy)pyridine-2-carboxamide

HRID 1480327Notes

Reaction equation

HRID 1480327 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][CH:15]([F:17])[F:16])=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[NH2:18][C:19]([CH:25]1[CH2:27][CH2:26]1)([CH3:24])[CH2:20][C:21]([NH2:23])=[O:22]>>[NH2:23][C:21](=[O:22])[CH2:20][C:19]([NH:18][C:10]([C:7]1[CH:6]=[C:5]([O:13][CH2:14][CH:15]([F:17])[F:16])[C:4]([CH:1]2[CH2:2][CH2:3]2)=[CH:9][N:8]=1)=[O:12])([CH:25]1[CH2:27][CH2:26]1)[CH3:24]

Participants

3

Reactant 2

HCID 836818103-Amino-3-cyclopropylbutanamideHCID 902035305-Cyclopropyl-4-(2,2-difluoroethoxy)pyridine-2-carboxylic acid

Product 1

HCID 90203668N-(3-amino-1-cyclopropyl-1-methyl-3-oxo-propyl)-5-cyclopropyl-4-(2,2-difluoroethoxy)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-cyclopropyl-4-(2,2-difluoroethoxy)pyridine-2-carboxylic acid (example 145d) and 3-amino-3-cyclopropyl-butanamide (example 270c) as starting materials and isolated (55 mg, 52%) as a racemate; MS (ESI, m/z): 368.3 (M+H+).

Workup

  1. customisolated (55 mg, 52%) as a racemate

Sources & evidence

ORD record
ord-670b63ac75cc4025beb30ed7ec6ee02b
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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