Water → 6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-3H-benzoxazol-2-one

HRID 1846418Notes

Reaction equation

HRID 1846418 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]([CH3:12])[C:5]2[NH:6][C:7](=[O:9])[O:8][C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:19][C:20]1[CH:25]=[C:24](Cl)[N:23]=[CH:22][N:21]=1.O>CN(C=O)C>[Cl:19][C:20]1[N:21]=[CH:22][N:23]=[C:24]([O:1][C:2]2[CH:11]=[C:10]([CH3:12])[C:5]3[NH:6][C:7](=[O:9])[O:8][C:4]=3[CH:3]=2)[CH:25]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 669780936-hydroxy-4-methylbenzo[d]oxazol-2(3H)-one

Product 1

HCID 866638916-(6-chloro-pyrimidin-4-yloxy)-4-methyl-3H-benzoxazol-2-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.10 g (0.60 mmol) 6-hydroxy-4-methyl-3H-benzoxazol-2-one in 1.5 mL DMF were combined with 0.10 g (0.70 mmol) potassium carbonate and stirred for 15 min at RT. Then 0.10 g (0.60 mmol) 4,6-dichloropyrimidine were added to the reaction mixture and stirred overnight at RT. Then water was added and the precipitate formed was suction filtered, washed and dried i. vac.

Workup

  1. stirringstirred overnight at RT
  2. customthe precipitate formed
  3. filtrationfiltered
  4. washwashed
  5. customdried i

Sources & evidence

ORD record
ord-07131b398064435881a0d3a6fe1e5e0c
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

Loading…