3-Methylbenzenesulphonyl chloride → 5-(7-Methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-4,4-dimethyl-2-{1-[(3-methylphenyl)sulfonyl]piperidin-4-yl}-2,4-dihydro-3H-pyrazol-3-one
Reaction equation
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[CH:6]=[C:5]([C:14]2[C:15]([CH3:27])([CH3:26])[C:16](=[O:25])[N:17]([CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[N:18]=2)[CH:4]=1.[CH3:28][C:29]1[CH:30]=[C:31]([S:35](Cl)(=[O:37])=[O:36])[CH:32]=[CH:33][CH:34]=1>>[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[CH:6]=[C:5]([C:14]2[C:15]([CH3:27])([CH3:26])[C:16](=[O:25])[N:17]([CH:19]3[CH2:24][CH2:23][N:22]([S:35]([C:31]4[CH:32]=[CH:33][CH:34]=[C:29]([CH3:28])[CH:30]=4)(=[O:37])=[O:36])[CH2:21][CH2:20]3)[N:18]=2)[CH:4]=1Participants
3
Reactant 2
Product 1
Procedure
The title compound is prepared analogously as described for GP1 using 5-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-4,4-dimethyl-2-(piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one (compound B12) and 3-methylbenzenesulfonyl chloride as starting compounds. The crude product is purified by chromatography (amino phase silica gel and DCM) and crystallization of the product containing fractions from DCM and diethyl ether 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) and crystallization of the product
- additioncontaining fractions from DCM and diethyl ether
Sources & evidence
- ORD record
- ord-3321cae186094bbc90a37d76e976f024
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08609848B2
Reaction notes
Loading…