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

HRID 1802315Notes

Reaction equation

HRID 1802315 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.[CH3:21][N:22]1[C:26]([C:27](O)=[O:28])=[C:25]([C:30]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)=[O:31])[CH:24]=[N:23]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:27]([C:26]3[N:22]([CH3:21])[N:23]=[CH:24][C:25]=3[C:30]([N:32]3[CH2:33][CH2:34][O:35][CH2:36][CH2:37]3)=[O:31])=[O:28])[CH:17]=[CH:18][N:13]2[N:12]=1

Participants

3

Reactant 2

HCID 196238122-Methyl-4-(morpholine-4-carbonyl)-2H-pyrazole-3-carboxylic acidHCID 866660272-[2-(2-Fluoro-ethoxy)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-7-ylamine

Product 1

HCID 866660312-Methyl-4-(morpholine-4-carbonyl)-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 104 mg, 0.38 mmol) and 2-methyl-4-(morpholine-4-carbonyl)-2H-pyrazole-3-carboxylic acid (130 mg, 0.54 mmol). Yield: 76 mg (28%); off-white solid; LC-MS: m/z=494.4 (M+H+).

Sources & evidence

ORD record
ord-4ce06b269abb4d7e8372286a149da5b8
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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