1-methyl-1H-indole-4-sulfonyl chloride → 5-(7-Methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-2-{1-[(1-methyl-1H-indol-4-yl)sulfonyl]piperidin-4-yl}-2,4-dihydro-3H-pyrazol-3-one

HRID 1914166

Reaction equation

HRID 1914166 reaction equation
Cl.[CH3:2][O:3][C:4]1[C:12]2[O:11][C:10]([CH3:14])([CH3:13])[CH2:9][C:8]=2[C:7]([C:15]2[C:16]([CH3:28])([CH3:27])[C:17](=[O:26])[N:18]([CH:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)[N:19]=2)=[CH:6][CH:5]=1.[CH3:29][N:30]1[C:38]2[CH:37]=[CH:36][CH:35]=[C:34]([S:39](Cl)(=[O:41])=[O:40])[C:33]=2[CH:32]=[CH:31]1>>[CH3:2][O:3][C:4]1[C:12]2[O:11][C:10]([CH3:14])([CH3:13])[CH2:9][C:8]=2[C:7]([C:15]2[C:16]([CH3:28])([CH3:27])[C:17](=[O:26])[N:18]([CH:20]3[CH2:25][CH2:24][N:23]([S:39]([C:34]4[CH:35]=[CH:36][CH:37]=[C:38]5[C:33]=4[CH:32]=[CH:31][N:30]5[CH3:29])(=[O:40])=[O:41])[CH2:22][CH2:21]3)[N:19]=2)=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 185257821-methyl-1H-indole-4-sulfonyl chlorideHCID 666165905-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-2-(piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one hydrochloride2×

Product 1

HCID 673650625-(7-Methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-2-{1-[(1-methyl-1H-indol-4-yl)sulfonyl]piperidin-4-yl}-2,4-dihydro-3H-pyrazol-3-one

Procedure

The title compound is prepared analogously as described for GP1 using 5-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-2-(piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one hydrochloride (compound B5*HCl) and 1-methyl-1H-indole-4-sulfonyl 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-935cc6dcb19f4b2db438f65ffd824d18
Source dataset
uspto-grants-2013_12
Patent number
US08609848B2

Linked notes

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