Water → 6-(2-amino-6-chloropyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one

HRID 1846464Notes

Reaction equation

HRID 1846464 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.[NH2:13][C:14]1[N:19]=[C:18](Cl)[CH:17]=[C:16]([Cl:21])[N:15]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[NH2:13][C:14]1[N:19]=[C:18]([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:17]=[C:16]([Cl:21])[N:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 655222-Amino-4,6-dichloropyrimidineHCID 669780936-hydroxy-4-methylbenzo[d]oxazol-2(3H)-one

Product 1

HCID 866639126-(2-amino-6-chloropyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

0.20 g (1.15 mmol) 6-hydroxy-4-methylbenzo[d]oxazol-2(3H)-one and 0.19 g (1.16 mmol) 2-amino-4,6-dichloropyrimidine in 3.0 mL DMF were combined with 0.22 g (1.59 mmol) potassium carbonate and stirred overnight at 60° C. Then water was added and the precipitate formed was suction filtered, washed and dried. The substance was purified by preparative HPLC-MS. The fractions containing product were combined and evaporated down i.vac.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. washwashed
  4. customdried
  5. customThe substance was purified by preparative HPLC-MS
  6. additionThe fractions containing product
  7. customevaporated down i.vac

Sources & evidence

ORD record
ord-581a704264ea403f9c029df31bf6afec
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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