3-Methylbenzenesulphonyl chloride → 5-[3-(Cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-4,4-dimethyl-2-{1-[(3-methylphenyl)sulfonyl]piperidin-4-yl}-2,4-dihydro-3H-pyrazol-3-one

HRID 1914169Notes

Reaction equation

HRID 1914169 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.[CH3:31][C:32]1[CH:33]=[C:34]([S:38](Cl)(=[O:40])=[O:39])[CH:35]=[CH:36][CH:37]=1>>[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][N:25]([S:38]([C:34]5[CH:35]=[CH:36][CH:37]=[C:32]([CH3:31])[CH:33]=5)(=[O:40])=[O:39])[CH2:24][CH2:23]4)[N:21]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH:14]([F:15])[F:16])[CH2:3][CH2:4]1

Participants

3

Reactant 2

HCID 27345953-Methylbenzenesulphonyl chlorideHCID 666165795-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one hydrochloride2×

Product 1

HCID 673851985-[3-(Cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-4,4-dimethyl-2-{1-[(3-methylphenyl)sulfonyl]piperidin-4-yl}-2,4-dihydro-3H-pyrazol-3-one

Procedure

The title compound is prepared analogously as described for GP1 using 5-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one hydrochloride (compound B3*HCl) and 3-methylbenzenesulfonyl chloride as starting compounds. The crude product is purified by crystallization from methanol to yield the title compound.

Workup

  1. customThe title compound is prepared analogously
  2. customThe crude product is purified by crystallization from methanol

Sources & evidence

ORD record
ord-7e3b76b7800142b88ff39a8e36ca9728
Source dataset
uspto-grants-2013_12
Patent number
US08609848B2

Reaction notes

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