Azetidine → HCID 57378960, compound

HRID 1802279Notes

Reaction equation

HRID 1802279 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:29]=[C:12]2[CH:13]=[C:14]([NH:17][C:18]([C:20]3[N:24]([CH3:25])[N:23]=[CH:22][C:21]=3[C:26](O)=[O:27])=[O:19])[CH:15]=[CH:16][N:11]2[N:10]=1.[NH:30]1[CH2:33][CH2:32][CH2:31]1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:29]=[C:12]2[CH:13]=[C:14]([NH:17][C:18]([C:20]3[N:24]([CH3:25])[N:23]=[CH:22][C:21]=3[C:26]([N:30]3[CH2:33][CH2:32][CH2:31]3)=[O:27])=[O:19])[CH:15]=[CH:16][N:11]2[N:10]=1

Participants

3

Reactant 2

HCID 10422AzetidineHCID 67774030HCID 67774030, compound

Product 1

HCID 57378960HCID 57378960, compoundYield 44.4%

Procedure

The product was prepared in the same manner as described in example 3 using 5-(2-(2-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid (75 mg, 191 μmol) and azetidine (51.5 μl, 765 μmol) as starting materials. The reaction affords 4-(azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid [2-(2-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-amide (36.6 mg, 44.4%) off-white solid. mp.: 258.1° C., MS: m/z=432.3 (M+H+).

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-67b676778152444b836d1da2ba0aa6ed
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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