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

HRID 259545

Reaction equation

HRID 259545 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-9562b43195984e0c811e2b8a33049552
Source dataset
uspto-grants-1977_07
Patent number
US04038396

Linked notes

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