4-METHYLPYRAZOLE-3-CARBOXYLIC ACID → HCID 53241208, compound
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])([F:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]2)[CH:7]=1.[CH3:19][C:20]1[CH:24]=[N:23][NH:22][C:21]=1[C:25](O)=[O:26]>>[NH2:16][C:10]1[O:11][CH2:12][C:13]([F:14])([F:15])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:25]([C:21]3[NH:22][N:23]=[CH:24][C:20]=3[CH3:19])=[O:26])[CH:3]=[CH:4][C:5]=2[F:18])([CH3:17])[N:9]=1Participants
3
Procedure
The condensation of (R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-1) and 4-methyl-2H-pyrazole-3-carboxylic acid (CAS82231-51-4; B. Pelcman et al., WO2006032851) following procedure I yielded the title compound as a white solid. MS (ISP): m/z=368.1 [M+H]+.
Sources & evidence
- ORD record
- ord-9dd0c1d3c413441497a9cb9fa014b512
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08389513B2
Reaction notes
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