Formic Acid → HCID 86681157, compound

HRID 1848189Notes

Reaction equation

HRID 1848189 reaction equation
C(O[C:5](=[O:7])C)(=O)C.C(O)=O.[F:11][C:12]1[CH:13]=[C:14]([N+:19]([O-:21])=[O:20])[C:15]([NH2:18])=[N:16][CH:17]=1>>[F:11][C:12]1[CH:13]=[C:14]([N+:19]([O-:21])=[O:20])[C:15]([NH:18][CH:5]=[O:7])=[N:16][CH:17]=1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 217173395-Fluoro-3-nitropyridin-2-amine

Product 1

HCID 86681157HCID 86681157, compoundYield 96%

Conditions

Temperature
60 °C

Procedure

A mixture of acetic anhydride (49 mL, 0.5 mol) and formic acid (19 mL, 0.5 mol) was heated at 60° C. for 3 h. 5-Fluoro-3-nitropyridin-2-amine was added and the mixture was stirred at 60° C. for 1 h. The mixture was concentrated under reduced pressure and the residue was stirred vigorously in diethyl ether (200 mL) for 30 minutes. The solid was collected by filtration to afford N-(5-fluoro-3-nitropyridin-2-yl)formamide (4.5 g, 96%) as an orange solid which did not require further purification. LCMS (ESI) m/z 186 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. stirringthe residue was stirred vigorously in diethyl ether (200 mL) for 30 minutes
  3. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-dafb6e0415044a2ca89bb47df08991c7
Source dataset
uspto-grants-2015_02
Patent number
US08952058B2

Reaction notes

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