4-(Ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid → Ethyl 1-methyl-5-(2-(1-methyl-1H-benzo[d]imidazol-2-yl)ethylcarbamoyl)-1H-pyrazole-4-carboxylate

HRID 1621140Notes

Reaction equation

HRID 1621140 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH3:14])[C:10]=1[C:11]([OH:13])=O)=[O:5])[CH3:2].Cl.Cl.[CH3:17][N:18]1[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[N:20]=[C:19]1[CH2:27][CH2:28][NH2:29]>>[CH3:14][N:9]1[C:10]([C:11](=[O:13])[NH:29][CH2:28][CH2:27][C:19]2[N:18]([CH3:17])[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[N:20]=2)=[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH:7]=[N:8]1

Participants

3

Reactant 2

HCID 252475674-(Ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acidHCID 450751602-(1-methyl-1H-1,3-benzodiazol-2-yl)ethan-1-amine dihydrochloride

Product 1

HCID 71279145Ethyl 1-methyl-5-(2-(1-methyl-1H-benzo[d]imidazol-2-yl)ethylcarbamoyl)-1H-pyrazole-4-carboxylate

Procedure

The product was obtained starting from 4-(ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid (150 mg, 757 μmol, prepared as described in US 2011/0071128) and 2-(1-methyl-1H-benzo[d]imidazol-2-yl)ethanamine dihydrochloride (225 mg, 908 μmol) according to the method described in example 8, step 3 as red viscous oil (80 mg, 225 μmol, 29.7%).

Workup

  1. customThe product was obtained

Sources & evidence

ORD record
ord-1245a3ac86b0474daa11c10b5f7f10fb
Source dataset
uspto-grants-2014_07
Patent number
US08772510B2

Reaction notes

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