5-(Benzyloxy)-2-methylbenzoic acid → 2-(1-{[5-(Benzyloxy)-2-methylphenyl]carbonyl}piperidin-4-yl)-5-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one
Reaction equation
Cl.[CH:2]1([CH2:5][O:6][C:7]2[CH:8]=[C:9]([C:17]3[C:18]([CH3:30])([CH3:29])[C:19](=[O:28])[N:20]([CH:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)[N:21]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH:14]([F:16])[F:15])[CH2:4][CH2:3]1.[CH2:31]([O:38][C:39]1[CH:40]=[CH:41][C:42]([CH3:48])=[C:43]([CH:47]=1)[C:44](O)=[O:45])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH2:31]([O:38][C:39]1[CH:40]=[CH:41][C:42]([CH3:48])=[C:43]([C:44]([N:25]2[CH2:26][CH2:27][CH:22]([N:20]3[C:19](=[O:28])[C:18]([CH3:30])([CH3:29])[C:17]([C:9]4[CH:10]=[CH:11][C:12]([O:13][CH:14]([F:15])[F:16])=[C:7]([O:6][CH2:5][CH:2]5[CH2:3][CH2:4]5)[CH:8]=4)=[N:21]3)[CH2:23][CH2:24]2)=[O:45])[CH:47]=1)[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1Participants
3
Reactant 2
Product 1
Procedure
The title compound is prepared analogously as described for GP2-WU2 using 5-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one (compound B3) and 5-(benzyloxy)-2-methylbenzoic acid (compound F1) as starting compounds. The crude product is purified by chromatography (amino phase silica gel and DCM) to yield the title compound.
Workup
- customThe title compound is prepared analogously
- customThe crude product is purified by chromatography (amino phase silica gel and DCM)
Sources & evidence
- ORD record
- ord-c497b1af2ae34e95a3a11ed7b5f79aa8
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09340522B2
Reaction notes
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