HCID 58446922, compound → 4-(Azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid {2-[2-(2-fluoro-ethoxy)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-7-yl}-amide

HRID 1802312Notes

Reaction equation

HRID 1802312 reaction equation
[F:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:20]=[C:14]2[CH:15]=[C:16]([NH2:19])[CH:17]=[CH:18][N:13]2[N:12]=1.[N:21]1([C:25]([C:27]2[CH:31]=[N:30][N:29]([CH3:32])[C:28]=2[C:33](O)=[O:34])=[O:26])[CH2:24][CH2:23][CH2:22]1>>[F:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:20]=[C:14]2[CH:15]=[C:16]([NH:19][C:33]([C:28]3[N:29]([CH3:32])[N:30]=[CH:31][C:27]=3[C:25]([N:21]3[CH2:24][CH2:23][CH2:22]3)=[O:26])=[O:34])[CH:17]=[CH:18][N:13]2[N:12]=1

Participants

3

Reactant 2

HCID 58446922HCID 58446922, compoundHCID 866660272-[2-(2-Fluoro-ethoxy)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-7-ylamine

Product 1

HCID 866660304-(Azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid {2-[2-(2-fluoro-ethoxy)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-7-yl}-amide

Procedure

This compound was prepared in analogy to 2-methyl-2H-pyrazole-3,4-dicarboxylic acid 4-dimethylamide 3-({2-[2-(2-fluoro-ethoxy)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-7-yl}-amide) (Example 100) from 2-[2-(2-fluoro-ethoxy)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-7-ylamine (127 mg, 0.47 mmol) and 4-(azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid (130 mg, 0.62 mmol). Yield: 95 mg (33%); off-white solid; LC-MS: m/z=464.2 ([M+H]+).

Sources & evidence

ORD record
ord-bd44b21fbd0343d0a8c1cc9dc5c6fd4e
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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