4-Chloroquinazolin-6-yl acetate → 4-Chloroquinazolin-6-ol

HRID 240578Notes

Reaction equation

HRID 240578 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][N:9]=[C:8]2[Cl:15])(=O)C>N>[Cl:15][C:8]1[C:7]2[C:12](=[CH:13][CH:14]=[C:5]([OH:4])[CH:6]=2)[N:11]=[CH:10][N:9]=1

Participants

3

Reactant 1

HCID 189676244-Chloroquinazolin-6-yl acetate

Product 1

HCID 231602734-Chloroquinazolin-6-olYield 80.2%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A mixture of 4-chloroquinazolin-6-yl acetate (10.0 g, 44.9 mmol) and ammonia (200 mL of 7N solution in methanol) were stirred together for 1 hour. The reaction mixture was concentrated to about 3 mL and triturated with diethyl ether to provide the product (6.50 g, 80%) as tan solid.

Workup

  1. concentrationThe reaction mixture was concentrated to about 3 mL
  2. customtriturated with diethyl ether

Sources & evidence

ORD record
ord-71b573d3a15748dea2d4885ed9dff91a
Source dataset
uspto-grants-2014_02
Patent number
US08648087B2

Reaction notes

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