ethyl 1H-pyrazole-4-carboxylate → 1-[3-(4-{4-[1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-phenyl)-prop-2-ynyl]-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 1253773Notes

Reaction equation

HRID 1253773 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([O:10][C:11](=[O:29])[NH:12][C:13]1[C:14]([CH3:28])=[N:15][O:16][C:17]=1[C:18]1[CH:23]=[CH:22][C:21]([C:24]#[C:25][CH2:26]O)=[CH:20][CH:19]=1)[CH3:9].[NH:30]1[CH:34]=[C:33]([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH:32]=[N:31]1>>[CH2:38]([O:37][C:35]([C:33]1[CH:34]=[N:30][N:31]([CH2:26][C:25]#[C:24][C:21]2[CH:22]=[CH:23][C:18]([C:17]3[O:16][N:15]=[C:14]([CH3:28])[C:13]=3[NH:12][C:11]([O:10][CH:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[CH3:9])=[O:29])=[CH:19][CH:20]=2)[CH:32]=1)=[O:36])[CH3:39]

Participants

3

Reactant 2

HCID 142179ethyl 1H-pyrazole-4-carboxylateHCID 70878238{5-[4-(3-Hydroxy-prop-1-ynyl)-phenyl]-3-methyl-isoxazol-4-yl}-carbamic acid 1-(2-chloro-phenyl)-ethyl ester

Product 1

HCID 685336061-[3-(4-{4-[1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-phenyl)-prop-2-ynyl]-1H-pyrazole-4-carboxylic acid ethyl ester

Procedure

Prepared according to the procedure described in Example 5, Step 2, using the following starting materials: {5-[4-(3-hydroxy-prop-1-ynyl)-phenyl]-3-methyl-isoxazol-4-yl}-carbamic acid 1-(2-chloro-phenyl)-ethyl ester and ethyl 4-pyrazolecarboxylate.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b77db696c88a48838fda9203c9028c69
Source dataset
uspto-grants-2013_06
Patent number
US08455499B2

Reaction notes

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