4-(Ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid → HCID 67774601, compound

HRID 1802282Notes

Reaction equation

HRID 1802282 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:17]=[C:11]3[CH:12]=[C:13]([NH2:16])[CH:14]=[CH:15][N:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:18]([O:20][C:21]([C:23]1[CH:24]=[N:25][N:26]([CH3:31])[C:27]=1[C:28](O)=[O:29])=[O:22])[CH3:19]>>[CH2:18]([O:20][C:21]([C:23]1[CH:24]=[N:25][N:26]([CH3:31])[C:27]=1[C:28](=[O:29])[NH:16][C:13]1[CH:14]=[CH:15][N:10]2[N:9]=[C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)[N:17]=[C:11]2[CH:12]=1)=[O:22])[CH3:19]

Participants

3

Reactant 2

HCID 252475674-(Ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acidHCID 67774554HCID 67774554, compound

Product 1

HCID 67774601HCID 67774601, compoundYield 57.8%

Procedure

The product was prepared in the same manner as described in example 28 using 2-(3-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-amine (580 mg, 2.54 mmol) and 4-(ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid (604 mg, 3.05 mmol) as starting materials. The reaction affords 5-[2-(3-fluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl]-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (600 mg, 57.8%) as white solid. mp.: 246-249° C., MS: m/z=409.3 (M+H+).

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-65e507440b374d37a41e1cd9f0afce5e
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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