Formic Acid → N-(6-bromo-2-methoxypyridin-3-yl)formamide
Reaction equation
[CH:1]([OH:3])=O.C(OC(=O)C)(=O)C.[Br:11][C:12]1[N:17]=[C:16]([O:18][CH3:19])[C:15]([NH2:20])=[CH:14][CH:13]=1>CCCCCC>[Br:11][C:12]1[N:17]=[C:16]([O:18][CH3:19])[C:15]([NH:20][CH:1]=[O:3])=[CH:14][CH:13]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To formic acid (12 mL) was added acetic anhydride (12 mL) at 0° C., and the mixture was stirred at 0° C. for 30 min. 6-Bromo-2-methoxypyridin-3-amine (8.8 g) was gradually added to the reaction mixture at 0° C. over 10 min, and the mixture was stirred at 0° C. for 30 min. IPE (50 mL) and hexane (50 mL) were added to the reaction mixture, and the mixture was stirred at room temperature for 30 min. The obtained solid was collected by filtration to give the title compound (8.1 g).
Workup
- stirringthe mixture was stirred at 0° C. for 30 min
- stirringthe mixture was stirred at room temperature for 30 min
- filtrationThe obtained solid was collected by filtration
Sources & evidence
- ORD record
- ord-fbf033e887504119a6ae793a850510ce
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08822699B2
Reaction notes
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