ethyl 1H-pyrazole-4-carboxylate → HCID 86676779, compound

HRID 2411503Notes

Reaction equation

HRID 2411503 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20](I)=[CH:19][CH:18]=2)=[O:16])[CH2:11][CH2:10]1.[CH2:24]([O:26][C:27]([C:29]1[CH:30]=[N:31][NH:32][CH:33]=1)=[O:28])[CH3:25]>>[CH2:24]([O:26][C:27]([C:29]1[CH:30]=[N:31][N:32]([C:20]2[CH:21]=[CH:22][C:17]([C:15]([N:12]3[CH2:13][CH2:14][N:9]([C:3]4[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=4[CH3:1])[CH2:10][CH2:11]3)=[O:16])=[CH:18][CH:19]=2)[CH:33]=1)=[O:28])[CH3:25]

Participants

3

Reactant 2

HCID 142179ethyl 1H-pyrazole-4-carboxylateHCID 58484733[4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone

Product 1

HCID 86676779HCID 86676779, compound

Procedure

Using [4-(2,4-dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone (840 mg) described in Preparation Example 108 and 1H-pyrazole-4-carboxylic acid ethyl ester (320 mg) and by the reaction and treatment in the same manner as in Example 1, 1-{4-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester was obtained. Using this compound and 1-methylpiperazine (230 μL) and by the reaction and treatment in the same manner as in Example 109, the title compound (88 mg) was obtained.

Sources & evidence

ORD record
ord-953f77b5f1cb440bbb54d066158a915c
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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