2-Methoxyethylamine → 7-(4-(azetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxamido)-N-(2-methoxyethyl)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxamide

HRID 1802246Notes

Reaction equation

HRID 1802246 reaction equation
[N:1]1([C:5]([C:7]2[CH:8]=[N:9][N:10]([CH3:27])[C:11]=2[C:12]([NH:14][C:15]2[CH:20]=[CH:19][N:18]3[N:21]=[C:22]([C:24](O)=[O:25])[N:23]=[C:17]3[CH:16]=2)=[O:13])=[O:6])[CH2:4][CH2:3][CH2:2]1.[CH3:28][O:29][CH2:30][CH2:31][NH2:32]>>[N:1]1([C:5]([C:7]2[CH:8]=[N:9][N:10]([CH3:27])[C:11]=2[C:12]([NH:14][C:15]2[CH:20]=[CH:19][N:18]3[N:21]=[C:22]([C:24]([NH:32][CH2:31][CH2:30][O:29][CH3:28])=[O:25])[N:23]=[C:17]3[CH:16]=2)=[O:13])=[O:6])[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 677751337-(4-(azetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxamido)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylic acid

Product 1

HCID 573782917-(4-(azetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxamido)-N-(2-methoxyethyl)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxamideYield 19.8%

Procedure

The product was prepared in the same manner as described in example 62 using 7-(4-(azetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxamido)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylic acid (140 mg, 0.379 mmole) and 2-methoxyethanamine (163 l, 1.9 mmole) as starting materials. The reactions affords 7-(4-(azetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxamido)-N-(2-methoxyethyl)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxamide (32 mg, 19.8%) as a white solid. mp: 159-161° C., MS: m/z=427.3 (M+H+).

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-8c1c363b5d2848b585a6d502e89faa77
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

Loading…