Acetic Acid → 2-(methylsulfinyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

HRID 570693Notes

Reaction equation

HRID 570693 reaction equation
[CH3:1][S:2][C:3]1[N:4]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[CH:17][CH:16]=2)[C:5](=[O:14])[C:6]2[CH:12]=[CH:11][C:10](=[O:13])[NH:9][C:7]=2[N:8]=1.C(O)(=[O:29])C>O>[CH3:1][S:2]([C:3]1[N:4]([C:15]2[CH:16]=[CH:17][C:18]([O:21][CH2:22][C:23]([F:24])([F:26])[F:25])=[CH:19][CH:20]=2)[C:5](=[O:14])[C:6]2[CH:12]=[CH:11][C:10](=[O:13])[NH:9][C:7]=2[N:8]=1)=[O:29]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 866853542-(methylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

Product 1

HCID 866853562-(methylsulfinyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

2-(Methylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (505 mg) was dissolved in acetic acid (12 ml), and a solution of oxoso (registered mark) (1.05 g) in water (3 ml) was added thereto, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added water (50 ml), and the white precipitate was collected by filtration, and washed with diisopropyl ether. The obtained solid was dried under reduced pressure, and subjected to azeotropic distillation with acetonitrile to give the title compound (528 mg) as a white solid.

Workup

  1. filtrationthe white precipitate was collected by filtration
  2. washwashed with diisopropyl ether
  3. customThe obtained solid was dried under reduced pressure
  4. distillationsubjected to azeotropic distillation with acetonitrile

Sources & evidence

ORD record
ord-d935df36f36047f99ca9932dbbb38ecd
Source dataset
uspto-grants-2015_05
Patent number
US09023858B2

Reaction notes

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