tert-Butyl carbamate → 2-(3-Fluoro-phenyl)-[[1,2,4]triazolo[1,5-a]pyridin-7-yl]-carbamic acid tert-butyl ester

HRID 1802281Notes

Reaction equation

HRID 1802281 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=3)[N:10]=[C:4]2[CH:3]=1.[C:18](=[O:25])([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[NH2:19]>>[C:21]([O:20][C:18](=[O:25])[NH:19][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=3)[N:10]=[C:4]2[CH:3]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 77922tert-Butyl carbamateHCID 677766487-Bromo-2-(3-fluorophenyl)-[1,2,4]triazolo[1,5-A]pyridine

Product 1

HCID 677772242-(3-Fluoro-phenyl)-[[1,2,4]triazolo[1,5-a]pyridin-7-yl]-carbamic acid tert-butyl esterYield 102.4%

Procedure

The product was prepared in the same manner as described in example 1c using 7-bromo-2-(3-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyridine (1 g, 3.42 mmol) and tert-butyl carbamate (481 mg, 4.11 mmol) as starting materials. The reaction affords 2-(3-fluoro-phenyl)-[[1,2,4]triazolo[1,5-a]pyridin-7-yl]-carbamic acid tert-butyl ester (1.15 g, 102%) as light yellow foam. MS: m/z=329.0 (M+H+).

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-721fb10ac1614f10903feb52ceaa8b85
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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