Water → 2-[[(2,3-Difluorophenyl)methyl]sulfonyl]-4-[[(1R)-2-hydroxy-1-methylethyl]amino]-7(8H)-pteridinone

HRID 1814253Notes

Reaction equation

HRID 1814253 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][S:10][C:11]1[N:20]=[C:19]([NH:21][C@H:22]([CH3:25])[CH2:23][OH:24])[C:18]2[N:17]=[CH:16][C:15](=[O:26])[NH:14][C:13]=2[N:12]=1.[OH2:27].[OH:28]OS([O-])=O.[K+]>C(#N)C>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][S:10]([C:11]1[N:20]=[C:19]([NH:21][C@H:22]([CH3:25])[CH2:23][OH:24])[C:18]2[N:17]=[CH:16][C:15](=[O:26])[NH:14][C:13]=2[N:12]=1)(=[O:28])=[O:27]

Participants

5

Reactant 3

HCID 962WaterHCID 23707502Potassium hydroxy sulfiteHCID 444550142-[[(2,3-Difluorophenyl)methyl]thio]4-[[(1R)-2-hydroxy-1-methylethyl]amino]-7(8H)-pteridinone

Product 1

HCID 688171932-[[(2,3-Difluorophenyl)methyl]sulfonyl]-4-[[(1R)-2-hydroxy-1-methylethyl]amino]-7(8H)-pteridinone

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-[[(2,3-Difluorophenyl)methyl]thio]-4-[[(1R)-2-hydroxy-1-methylethyl]amino]-7(8H)-pteridinone (0.38 g) was stirred in acetonitrile (150 ml) and water (150 ml) with oxone (3.79 g) for 18 hrs. Acetonitrile was removed in vacuo to leave an aqueous suspension. The solid was collected and dried in vacuo to afford the subtitled compound (0.30 g).

Workup

  1. customAcetonitrile was removed in vacuo
  2. customto leave an aqueous suspension
  3. customThe solid was collected
  4. customdried in vacuo

Sources & evidence

ORD record
ord-ff4ff4c13f9c4a9cb0fc8723f49233d1
Source dataset
uspto-grants-2005_04
Patent number
US06875868B2

Reaction notes

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