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

HRID 1480183Notes

Reaction equation

HRID 1480183 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][CH:15]3[CH2:17][CH2:16]3)=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.Cl.[F:19][C:20]1([F:28])[CH2:24][NH:23][C@@H:22]([C:25]([NH2:27])=[O:26])[CH2:21]1>>[CH:1]1([C:4]2[C:5]([O:13][CH2:14][CH:15]3[CH2:17][CH2:16]3)=[CH:6][C:7]([C:10]([N:23]3[CH2:24][C:20]([F:28])([F:19])[CH2:21][C@H:22]3[C:25]([NH2:27])=[O:26])=[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 902038095-Cyclopropyl-4-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 76284750(2S)-1-[5-cyclopropyl-4-(cyclopropylmethoxy)pyridine-2-carbonyl]-4,4-difluoropyrrolidine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-Cyclopropyl-4-cyclopropylmethoxy-pyridine-2-carboxylic acid (Example 42c) and (R)-4,4-difluoropyrrolidine-2-carboxamide hydrochloride (CAN 719267-96-6) as starting materials and isolated (160 mg, 51%); MS (ESI, m/z): 366.2 (M+H+).

Workup

  1. customisolated (160 mg, 51%)

Sources & evidence

ORD record
ord-45e5f28d5ac941bdb2ce4a060c6773c0
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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