3-Amino-3-cyclopropylbutanamide → N-(4-amino-2-cyclopropyl-4-oxobutan-2-yl)-5-(1-fluorocyclobutyl)-4-(2,2,2-trifluoroethoxy)picolinamide

HRID 1480355Notes

Reaction equation

HRID 1480355 reaction equation
[F:1][C:2]1([C:6]2[C:7]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:8][C:9]([C:12]([OH:14])=O)=[N:10][CH:11]=2)[CH2:5][CH2:4][CH2:3]1.[NH2:21][C:22]([CH:28]1[CH2:30][CH2:29]1)([CH3:27])[CH2:23][C:24]([NH2:26])=[O:25]>>[NH2:26][C:24](=[O:25])[CH2:23][C:22]([NH:21][C:12](=[O:14])[C:9]1[CH:8]=[C:7]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])[C:6]([C:2]2([F:1])[CH2:3][CH2:4][CH2:5]2)=[CH:11][N:10]=1)([CH:28]1[CH2:30][CH2:29]1)[CH3:27]

Participants

3

Reactant 2

HCID 836818103-Amino-3-cyclopropylbutanamideHCID 902034925-(1-Fluorocyclobutyl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid

Product 1

HCID 90203670N-(4-amino-2-cyclopropyl-4-oxobutan-2-yl)-5-(1-fluorocyclobutyl)-4-(2,2,2-trifluoroethoxy)picolinamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-(1-fluorocyclobutyl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid (example 285a) and 3-amino-3-cyclopropyl-butanamide (example 270c) as starting materials and isolated (55 mg, 49%); MS (ESI, m/z): 418.4 (M+H+).

Workup

  1. customisolated (55 mg, 49%)

Sources & evidence

ORD record
ord-c7b65827be7f4c2088eaca65ff46891e
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

Loading…