(R)-4,4-Difluoropyrrolidine-2-carboxamide hydrochloride → (2R)-1-[5-cyclopropyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carbonyl]-4,4-difluoropyrrolidine-2-carboxamide

HRID 1480185Notes

Reaction equation

HRID 1480185 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.Cl.[F:20][C:21]1([F:29])[CH2:25][NH:24][C@@H:23]([C:26]([NH2:28])=[O:27])[CH2:22]1>>[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]([N:24]3[CH2:25][C:21]([F:29])([F:20])[CH2:22][C@@H:23]3[C:26]([NH2:28])=[O:27])=[O:12])=[N:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 45158907(R)-4,4-Difluoropyrrolidine-2-carboxamide hydrochlorideHCID 902036745-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 90204471(2R)-1-[5-cyclopropyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carbonyl]-4,4-difluoropyrrolidine-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 (R)-4,4-difluoropyrrolidine-2-carboxamide hydrochloride (CAN 1315304-75-6) as starting materials and isolated (20 mg, 32%); MS (ESI, m/z): 394.5 (M+H+).

Workup

  1. customisolated (20 mg, 32%)

Sources & evidence

ORD record
ord-85c3fad9b933409dba4a4e324e5c4e1d
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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