Acetic Anhydride → HCID 68682740, compound

HRID 1952214Notes

Reaction equation

HRID 1952214 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:10]=2)[CH:7]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>>[C:16]([NH:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:10]=2)[CH:7]=1)(=[O:18])[CH3:17]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 14925628Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate

Product 1

HCID 68682740HCID 68682740, compound

Procedure

A suspension of 0.2 g of ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate (Heterocycles, 38(7), 1527 (1994)) in 1 ml of acetic anhydride is heated at reflux for 45 minutes. The reaction mixture is concentrated under reduced pressure; the residue is taken up in water and basified by addition of a 1N sodium hydroxide solution. The solid is filtered off and dried to give 150 mg of ethyl 6-acetamidoimidazo[1,2-a]pyridine-2-carboxylate in the form of an ecru solid.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 45 minutes
  3. concentrationThe reaction mixture is concentrated under reduced pressure
  4. additionbasified by addition of a 1N sodium hydroxide solution
  5. filtrationThe solid is filtered off
  6. customdried

Sources & evidence

ORD record
ord-d43bed1aa7e64f49bf42cea5024344ce
Source dataset
uspto-grants-2013_03
Patent number
US08404848B2

Reaction notes

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