Water → HCID 178504840, compound

HRID 353590Notes

Reaction equation

HRID 353590 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:19]([OH:20])=[N:18][C:11]2[N:12]=[C:13]([S:16][CH3:17])[N:14]=[CH:15][C:10]=2[CH:9]=1.[OH:21]OS([O-])=O.[K+].[OH2:27]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:19]([OH:20])=[N:18][C:11]2[N:12]=[C:13]([S:16]([CH3:17])(=[O:21])=[O:27])[N:14]=[CH:15][C:10]=2[CH:9]=1

Participants

4

Reactant 3

HCID 962WaterHCID 23707502Potassium hydroxy sulfiteHCID 178503379HCID 178503379, compound

Product 1

HCID 178504840HCID 178504840, compoundYield 83%

Procedure

To a solution of 6-(2-chlorophenyl)-2-methylthio-pyrido[2,3-d]pyrimidin-7-ol (25.2 g, 82.9 mmol) was added a slurry of Oxone™ (105 g, 171 mmol) in 200 mL of water. The reaction mixture was stirred for 5 hours, filtered and concentrated in vacuo. The resulting slurry was filtered and the collected solids were successively washed with water four times and dried to give 23.2 g (83%) of 6-(2-chlorophenyl)-2-methanesulfonyl-pyrido[2,3-d]pyrimidin-7-ol as a light-yellow solid. Mass spec. MH+=336, mp=215.1-221.1° C.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. filtrationThe resulting slurry was filtered
  4. washthe collected solids were successively washed with water four times
  5. customdried

Sources & evidence

ORD record
ord-0d09e95e2f74470999bf15e9c26264eb
Source dataset
uspto-grants-2004_06
Patent number
US06753427B2

Reaction notes

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