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

HRID 1802277Notes

Reaction equation

HRID 1802277 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]=[CH:13][C:12]=3[O:17][CH3:18])[N:10]=[C:4]2[CH:3]=1.[C:19](=[O:26])([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[NH2:20]>>[C:22]([O:21][C:19](=[O:26])[NH:20][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[O:17][CH3:18])[N:10]=[C:4]2[CH:3]=1)([CH3:25])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 77922tert-Butyl carbamateHCID 677772927-Bromo-2-(2-methoxyphenyl)-[1,2,4]triazolo[1,5-A]pyridine

Product 1

HCID 67775240[2-(2-Methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-carbamic acid tert-butyl esterYield 94.9%

Procedure

The product was prepared in the same manner as described in example 1c using 7-bromo-2-(2-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridine (490 mg, 1.61 mmol) and tert-butyl carbamate (350 mg, 2.99 mmol) as starting materials. The reaction affords [2-(2-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-carbamic acid tert-butyl ester (520 mg, 94.8%) as a light yellow solid. mp.: 202.8° C., MS: m/z=341.1 (M+H+)

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-b2836c82acde4c3783a5cee881fd8385
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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