Pyridine → N-(3-(Oxazolo[4,5-b]pyridin-2-yl)phenyl)acetamide

HRID 66356Notes

Reaction equation

HRID 66356 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][C:10]3[C:11]([N:16]=2)=[N:12][CH:13]=[CH:14][CH:15]=3)[CH:5]=[CH:6][CH:7]=1.N1C=CC=CC=1.[C:23](OC(=O)C)(=[O:25])[CH3:24]>O>[C:23]([NH:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][C:10]3[C:11]([N:16]=2)=[N:12][CH:13]=[CH:14][CH:15]=3)[CH:5]=[CH:6][CH:7]=1)(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 6110863-(Oxazolo[4,5-b]pyridin-2-yl)aniline

Product 1

HCID 2995970N-(3-(Oxazolo[4,5-b]pyridin-2-yl)phenyl)acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 0.63 g. of 2-(3-aminophenyl)oxazolo[4,5-b]pyridine in 10 ml. of pyridine was treated with 0.35 ml. of acetic anhydride with stirring. After stirring over the weekend the mixture was diluted to 50 ml. with water. After stirring a short time and cooling, the precipitate was collected, washed with water and dried. Recrystallization from ethyl acetate gave 2-(3-acetamidophenyl)oxazolo[4,5-b]pyridine, m.p. 201.5-202.5.

Workup

  1. additionwas diluted to 50 ml
  2. stirringAfter stirring a short time
  3. temperaturecooling
  4. customthe precipitate was collected
  5. washwashed with water
  6. customdried
  7. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-c8282c7f83c448a3bc9223f140a8bc7b
Source dataset
uspto-grants-1978_12
Patent number
US04131677

Reaction notes

Loading…