Phosphorus oxychloride → HCID 24743460, compound

HRID 1161652Notes

Reaction equation

HRID 1161652 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](O)[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:3]=1.P(Cl)(Cl)([Cl:19])=O>>[Cl:19][C:6]1[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:3]=[C:2]([NH2:1])[N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychloride2×HCID 178488710HCID 178488710, compound

Product 1

HCID 24743460HCID 24743460, compoundYield 75%

Conditions

Temperature
100 °C

Procedure

A mixture of compound 2-amino-6-(4-methoxy-phenyl)-pyrimidin-4-ol (18 g, 83 mol) obtained in step (ii) and phosphorus oxychloride (POCl3) (150 mL) was stirred at 100° C. under anhydrous condition for 5 to 8 hours. The initial turbidity disappeared after completion of the reaction and excess phosphorus oxychloride was then removed by distillation under low vacuum. The residue was diluted with aqueous sodium bicarbonate solution to reach the pH˜7-8. The white solid separated was filtered, washed with water, and dried under vacuum to afford the desired product (15 g). Yield: 75%.

Workup

  1. customwas then removed by distillation under low vacuum
  2. additionThe residue was diluted with aqueous sodium bicarbonate solution
  3. customThe white solid separated
  4. filtrationwas filtered
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-8afeafde43c447788f32e7e0dc2da1e1
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

Loading…