4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid → HCID 71668046, compound

HRID 2178161Notes

Reaction equation

HRID 2178161 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:20])=[C:6]([C@:8]2([CH3:19])[CH2:13][C@@H:12]([C:14]([F:17])([F:16])[F:15])[O:11][C:10]([NH2:18])=[N:9]2)[CH:7]=1.[Cl:21][C:22]1[C:23]([C:30](O)=[O:31])=[N:24][N:25]([CH:27]([F:29])[F:28])[CH:26]=1>>[NH2:18][C:10]1[O:11][C@H:12]([C:14]([F:16])([F:17])[F:15])[CH2:13][C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:30]([C:23]3[C:22]([Cl:21])=[CH:26][N:25]([CH:27]([F:29])[F:28])[N:24]=3)=[O:31])[CH:3]=[CH:4][C:5]=2[F:20])([CH3:19])[N:9]=1

Participants

3

Reactant 2

HCID 574758564-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acidHCID 71663148(4S,6S)-4-(5-amino-2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Product 1

HCID 71668046HCID 71668046, compound

Procedure

The coupling of (4S,6S)-4-(5-amino-2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (XI-1) and 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid [D. Banner et al. WO2011069934 (2011)] following General Procedure F yielded the title compound as an off-white solid. MS: m/z=470.4 [M+H]+.

Sources & evidence

ORD record
ord-1ffcad5e7b9144fd84aa388049d30f16
Source dataset
uspto-grants-2015_06
Patent number
US09067926B2

Reaction notes

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