Formic Acid → HCID 13060164, compound

HRID 1075249Notes

Reaction equation

HRID 1075249 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-ac5e28d4e2e34311bc54a2c2ac3cf34b
Source dataset
uspto-grants-1983_07
Patent number
US04395411

Reaction notes

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