Pyrrolidine → HCID 86666029, compound

HRID 1802294Notes

Reaction equation

HRID 1802294 reaction equation
[F:1][CH2:2][CH2:3][N:4]([CH3:26])[C:5]1[N:25]=[C:8]2[CH:9]=[C:10]([NH:13][C:14]([C:16]3[N:20]([CH3:21])[N:19]=[CH:18][C:17]=3[C:22]([OH:24])=O)=[O:15])[CH:11]=[CH:12][N:7]2[N:6]=1.[NH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>>[F:1][CH2:2][CH2:3][N:4]([CH3:26])[C:5]1[N:25]=[C:8]2[CH:9]=[C:10]([NH:13][C:14]([C:16]3[N:20]([CH3:21])[N:19]=[CH:18][C:17]=3[C:22]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:24])=[O:15])[CH:11]=[CH:12][N:7]2[N:6]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 86666025HCID 86666025, compound

Product 1

HCID 86666029HCID 86666029, compoundYield 84.4%

Procedure

The product was prepared in the same manner as described in example 70f using 5-(2-((2-fluoroethyl)(methyl)amino)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid (100 mg, 277 μmol) and pyrrolidine (68.7 μl, 830 μmol) as starting materials. The reaction affords 2-methyl-4-(pyrrolidine-1-carbonyl)-2H-pyrazole-3-carboxylic acid {2-[(2-fluoro-ethyl)-methyl-amino]-[1,2,4]triazolo[1,5-a]pyridin-7-yl}-amide (96.8 mg, 84.4%) as white solid. MS: m/z=415.0 (M+H+).

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-90c32ca91ac649f0b1f5e85432df2b39
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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