4-(Ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid → HCID 67776672, compound

HRID 1802290Notes

Reaction equation

HRID 1802290 reaction equation
[F:1][C:2]1[C:7]([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:6][CH:5]=[CH:4][N:3]=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:7]3[C:2]([F:1])=[N:3][CH:4]=[CH:5][CH:6]=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 67775667HCID 67775667, compound

Product 1

HCID 67776672HCID 67776672, compoundYield 85.3%

Procedure

The product was prepared in the same manner as described in example 44d using 2-(2-fluoropyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-amine (500 mg, 2.18 mmol) and 4-(ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid (519 mg, 2.62 mmol) as starting materials. The reaction affords 5-[2-(2-fluoro-pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl]-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (761 mg, 85.2%) as white solid. mp.: 249-251° C., MS: m/z=410.0 (M+H+).

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-611e8fc29daa4ea4be429b64fd0bc5ba
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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