1-Cyclohexylbutane-1,3-dione → [3-Cyclohexyl-5-methyl-1-(4-nitro-benzyl)-1H-pyrazol-4-yl]-acetic acid tert-butyl ester

HRID 1631906Notes

Reaction equation

HRID 1631906 reaction equation
COC(=O)CC1C(C)=NN([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)C=1C.[C:23]([O:27][C:28](=[O:42])[CH2:29][C:30]1[C:31]([CH:36]2[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]2)=[N:32][NH:33][C:34]=1[CH3:35])([CH3:26])([CH3:25])[CH3:24].C(OC(=O)CC1C(CC)=NNC=1CC)(C)(C)C.C1(C(=O)CC(=O)C)CCCCC1.COC(=O)CC1C(C)=NNC=1C>>[C:23]([O:27][C:28](=[O:42])[CH2:29][C:30]1[C:31]([CH:36]2[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]2)=[N:32][N:33]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[C:34]=1[CH3:35])([CH3:26])([CH3:24])[CH3:25]

Participants

6

Reactant 5

HCID 1620991-Cyclohexylbutane-1,3-dioneHCID 7131483methyl 2-(3,5-dimethyl-1H-pyrazol-4-yl)acetateHCID 66707366(3,5-diethyl-1H-pyrazol-4-yl)-acetic acid tert-butyl esterHCID 66707369(3-cyclohexyl-5-methyl-1H-pyrazol-4-yl)-acetic acid tert-butyl esterHCID 66707610[3,5-Dimethyl-1-(4-nitro-benzyl)-1H-pyrazol-4-yl]-acetic acid methyl ester

Product 1

HCID 66707492[3-Cyclohexyl-5-methyl-1-(4-nitro-benzyl)-1H-pyrazol-4-yl]-acetic acid tert-butyl ester

Procedure

[3-Cyclohexyl-5-methyl-1-(4-nitro-benzyl)-1H-pyrazol-4-yl]-acetic acid tert-butyl ester was prepared according to the preparation of intermediate 1.1.2, using in the alkylation reaction (3-cyclohexyl-5-methyl-1H-pyrazol-4-yl)-acetic acid tert-butyl ester (preparation according to the preparation of (3,5-diethyl-1H-pyrazol-4-yl)-acetic acid tert-butyl ester, WO2007/141267, employing 1-cyclohexyl-butane-1,3-dione instead of heptane-3,5-dione) instead of (3,5-dimethyl-1H-pyrazol-4-yl)-acetic acid methyl ester.

Workup

  1. custompreparation

Sources & evidence

ORD record
ord-076969497d65413cab5b2714201e934b
Source dataset
uspto-grants-2014_07
Patent number
US08791272B2

Reaction notes

Loading…