HCID 84107086, compound → 5-(3,3-difluoroazetidin-1-yl)-N-[3-[2-(methylamino)-2-oxoethyl]oxetan-3-yl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

HRID 1480299Notes

Reaction equation

HRID 1480299 reaction equation
[F:1][C:2]1([F:21])[CH2:5][N:4]([C:6]2[C:7]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:8][C:9]([C:12](O)=[O:13])=[N:10][CH:11]=2)[CH2:3]1.[NH2:22][C:23]1([CH2:27][C:28]([NH:30][CH3:31])=[O:29])[CH2:26][O:25][CH2:24]1>>[F:21][C:2]1([F:1])[CH2:3][N:4]([C:6]2[C:7]([O:15][CH2:16][C:17]([F:18])([F:19])[F:20])=[CH:8][C:9]([C:12]([NH:22][C:23]3([CH2:27][C:28]([NH:30][CH3:31])=[O:29])[CH2:26][O:25][CH2:24]3)=[O:13])=[N:10][CH:11]=2)[CH2:5]1

Participants

3

Reactant 2

HCID 84107086HCID 84107086, compoundHCID 902040455-(3,3-Difluoroazetidin-1-yl)-4-(2,2,2-trifluoroethoxy)picolinic acid

Product 1

HCID 902032815-(3,3-difluoroazetidin-1-yl)-N-[3-[2-(methylamino)-2-oxoethyl]oxetan-3-yl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-(3,3-difluoroazetidin-1-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid (Example 223b) and 2-(3-aminooxetan-3-yl)-N-methyl-acetamide (example 231a) as starting materials and isolated (25 mg, 43%); MS (ESI, m/z): 439.5 (M+H+).

Workup

  1. customisolated (25 mg, 43%)

Sources & evidence

ORD record
ord-9fa5914a37124348872ad495df0ba254
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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