Methylamine hydrochloride → 5-cyclopropyl-N-[2,2-dimethyl-1-(methylcarbamoyl)propyl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

HRID 1480290Notes

Reaction equation

HRID 1480290 reaction equation
[CH:1]1([C:4]2[C:5]([O:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[CH:6][C:7]([C:10]([NH:12][CH:13]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:14]([OH:16])=O)=[O:11])=[N:8][CH:9]=2)[CH2:3][CH2:2]1.Cl.[CH3:28][NH2:29]>>[CH:1]1([C:4]2[C:5]([O:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[CH:6][C:7]([C:10]([NH:12][CH:13]([C:14](=[O:16])[NH:29][CH3:28])[C:17]([CH3:19])([CH3:20])[CH3:18])=[O:11])=[N:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 6364545Methylamine hydrochlorideHCID 90203975HCID 90203975, compound

Product 1

HCID 902039535-cyclopropyl-N-[2,2-dimethyl-1-(methylcarbamoyl)propyl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 2-[[5-cyclopropyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carbonyl]amino]-3,3-dimethyl-butanoic acid (Example 194b) and methanamine hydrochloride as starting materials and isolated (114 mg, 96%) as a racemate; MS (ESI, m/z): 388.6 (M+H+).

Workup

  1. customisolated (114 mg, 96%) as a racemate

Sources & evidence

ORD record
ord-facc1cbf2c5d4e4fb1d5129d06e2eaf8
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

Loading…