Glycine, N-methyl-, methyl ester, hydrochloride (1:1) → {Methyl-[1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carbonyl]-amino}-acetic acid methyl ester

HRID 1802270Notes

Reaction equation

HRID 1802270 reaction equation
[CH3:1][N:2]1[C:6]([C:7](=[O:24])[NH:8][C:9]2[CH:14]=[CH:13][N:12]3[N:15]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[N:17]=[C:11]3[CH:10]=2)=[C:5]([C:25](Cl)=[O:26])[CH:4]=[N:3]1.Cl.[CH3:29][NH:30][CH2:31][C:32]([O:34][CH3:35])=[O:33]>>[CH3:35][O:34][C:32](=[O:33])[CH2:31][N:30]([CH3:29])[C:25]([C:5]1[CH:4]=[N:3][N:2]([CH3:1])[C:6]=1[C:7](=[O:24])[NH:8][C:9]1[CH:14]=[CH:13][N:12]2[N:15]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:17]=[C:11]2[CH:10]=1)=[O:26]

Participants

3

Reactant 2

HCID 83544Glycine, N-methyl-, methyl ester, hydrochloride (1:1)HCID 86666026HCID 86666026, compound

Product 1

HCID 67775475{Methyl-[1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carbonyl]-amino}-acetic acid methyl ester

Procedure

This compound was prepared in the same manner as described in example 92 starting from 1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carbonyl chloride (Example 92, step a) (263 mg, 691 μmol) and methyl 2-(methylamino)acetate hydrochloride (482 mg, 3.45 mmol). Additional TEA (349 mg, 481 μl) was added to the reaction mixture. The final product was isolated as white solid (146 mg, 46%); MS: m/z=448.2 [M+H]+.

Workup

  1. customThis compound was prepared in the same manner

Sources & evidence

ORD record
ord-f79cb17bb4674bdf94f0b7ecde77a353
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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