Formic Acid → HCID 13060164, compound

HRID 2286646Notes

Reaction equation

HRID 2286646 reaction equation
[C:1](OC(=O)C)(=[O:3])C.C(O)=O.[NH2:11][C:12]1[N:17]=[C:16]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:15]=[CH:14][CH:13]=1.O>C(OCC)(=O)C>[CH:1]([NH:11][C:12]1[N:17]=[C:16]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:15]=[CH:14][CH:13]=1)=[O:3]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 962WaterHCID 7918Acetic AnhydrideHCID 13060163Ethyl (6-aminopyridin-2-yl)acetate

Product 1

HCID 13060164HCID 13060164, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Acetic anhydride (16.6 ml.) and 98% formic acid (7.32 ml.) were mixed at room temperature and stirred at 50° to 66° C. for 30 minutes. The solution was dropwise added to a solution of ethyl 2-(6-aminopyridin-2-yl)acetate (26.5 g.) in ethyl acetate (250 ml.) at 20° to 23° C. over 30 minutes, and stirred at the same temperature for one hour. Cool water was added to the resultant solution and shaked sufficiently. The ethyl acetate layer was separated, washed with water, an aqueous solution of sodium bicarbonate and water in turn, dried and concentrated under reduced pressure to give ethyl 2-(6-formamidopyridin-2-yl)acetate (28 g.), mp 35° to 38° C.

Workup

  1. stirringstirred at the same temperature for one hour
  2. customThe ethyl acetate layer was separated
  3. washwashed with water
  4. dry with materialan aqueous solution of sodium bicarbonate and water in turn, dried
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4a219f2c17af49539d2a92da15425feb
Source dataset
uspto-grants-1981_05
Patent number
US04267176

Reaction notes

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