2,6-Dimethoxybenzoyl chloride → HCID 67365559, compound

HRID 524156Notes

Reaction equation

HRID 524156 reaction equation
Cl.[OH:2][C:3]1[CH:4]=[C:5]([C:11]2[C:12]([CH3:24])([CH3:23])[C:13](=[O:22])[N:14]([CH:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[N:15]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:25][O:26][C:27]1[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[C:28]=1[C:29](Cl)=[O:30]>>[CH3:37][O:36][C:32]1[CH:33]=[CH:34][CH:35]=[C:27]([O:26][CH3:25])[C:28]=1[C:29]([N:19]1[CH2:20][CH2:21][CH:16]([N:14]2[C:13](=[O:22])[C:12]([CH3:24])([CH3:23])[C:11]([C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([OH:2])[CH:4]=3)=[N:15]2)[CH2:17][CH2:18]1)=[O:30]

Participants

3

Reactant 2

HCID 748102,6-Dimethoxybenzoyl chlorideHCID 67366287HCID 67366287, compound

Product 1

HCID 67365559HCID 67365559, compound

Procedure

The title compound is prepared analogously as described for GP1 using 5-(3-hydroxy-4-methoxyphenyl)-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one hydrochloride (compound B11*HCl) and 2,6-dimethoxybenzoyl chloride as starting compounds. The crude product is purified by crystallization from EA and diethyl ether to yield 2-{1-[(2,6-dimethoxyphenyl)carbonyl]piperidin-4-yl}-5-(3-hydroxy-4-methoxyphenyl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one as the product.

Workup

  1. customThe title compound is prepared analogously
  2. customThe crude product is purified by crystallization from EA and diethyl ether

Sources & evidence

ORD record
ord-e58864566c3b441aab64a66aa2a7cb48
Source dataset
uspto-grants-2016_05
Patent number
US09340522B2

Reaction notes

Loading…