3-fluoroazetidine Hydrochloride → HCID 86666028, compound

HRID 1802293Notes

Reaction equation

HRID 1802293 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](O)=[O:23])=[O:15])[CH:11]=[CH:12][N:7]2[N:6]=1.Cl.[F:28][CH:29]1[CH2:32][NH:31][CH2:30]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:31]3[CH2:32][CH:29]([F:28])[CH2:30]3)=[O:23])=[O:15])[CH:11]=[CH:12][N:7]2[N:6]=1

Participants

3

Reactant 2

HCID 101250543-fluoroazetidine HydrochlorideHCID 86666025HCID 86666025, compound

Product 1

HCID 86666028HCID 86666028, compoundYield 84.8%

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 3-fluoroazetidine hydrochloride (92.6 mg, 830 μmol) as starting materials. The reaction affords 4-(3-fluoro-azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid {2-[(2-fluoro-ethyl)-methyl-amino]-[1,2,4]triazolo[1,5-a]pyridin-7-yl}-amide (98.2 mg, 84.8%) as white solid. mp: 233-236° C., MS: m/z=419.0 (M+H+).

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-6bd3226430d44265b0d19d4668f7b756
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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