4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid → 4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid [3-((4R,5R)-2-amino-5-fluoro-4,5-dimethyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]amide

HRID 405755Notes

Reaction equation

HRID 405755 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C@:8]2([CH3:17])[C@:13]([F:15])([CH3:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]2)[CH:7]=1.[Cl:19][C:20]1[C:21]([C:28](O)=[O:29])=[N:22][N:23]([CH:25]([F:27])[F:26])[CH:24]=1>>[NH2:16][C:10]1[O:11][CH2:12][C@@:13]([F:15])([CH3:14])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:28]([C:21]3[C:20]([Cl:19])=[CH:24][N:23]([CH:25]([F:27])[F:26])[N:22]=3)=[O:29])[CH:3]=[CH:4][C:5]=2[F:18])([CH3:17])[N:9]=1

Participants

3

Reactant 2

HCID 574758564-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acidHCID 86672006(4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4,5-dimethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Product 1

HCID 665589344-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid [3-((4R,5R)-2-amino-5-fluoro-4,5-dimethyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]amide

Procedure

The condensation of (4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4,5-dimethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (A8.3) and 4-chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid following procedure I yielded the title compound as a white solid. MS (ISP): m/z=434.2 [M+H]+.

Sources & evidence

ORD record
ord-d8b315403e0043b7808fbc1d503d6d60
Source dataset
uspto-grants-2014_06
Patent number
US08754075B2

Reaction notes

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