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

HRID 2105153Notes

Reaction equation

HRID 2105153 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-01556eb49ac0410f9d4ce7cb978b2eb8
Source dataset
uspto-grants-2009_08
Patent number
US07579342B2

Reaction notes

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