m-Chloroperbenzoic acid → HCID 58413162, compound

HRID 240668Notes

Reaction equation

HRID 240668 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[S:31][C:12]2[N:13]=[CH:14][N:15]=[C:16]([NH:17][C:18]3[C:19]([O:24][CH:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)=[N:20][CH:21]=[CH:22][CH:23]=3)[C:11]=2[C:10]=1[CH3:32])=[O:8].ClC1C=CC=C(C(OO)=[O:41])C=1>ClCCl>[CH3:1][S:2]([CH2:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[S:31][C:12]2[N:13]=[CH:14][N:15]=[C:16]([NH:17][C:18]3[C:19]([O:24][CH:25]4[CH2:26][CH2:27][O:28][CH2:29][CH2:30]4)=[N:20][CH:21]=[CH:22][CH:23]=3)[C:11]=2[C:10]=1[CH3:32])=[O:8])=[O:41]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 67396228HCID 67396228, compound

Product 1

HCID 58413162HCID 58413162, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 100 mg (0.21 mmol) 5-methyl-4-[2-(tetrahydro-pyran-4-yloxy)-pyridin-3-ylamino]-thieno[2,3-d]pyrimidine-6-carboxylic acid (3-methylsulfanyl-propyl)-amide, 52 mg (0.21 mmol) 3-chloro-perbenzoic acid and 5 ml dichloromethane was stirred at room temperature over night. Then the mixture was extracted with water. The organic phase was dried over magnesium sulfate. After filtration the filtrate was evaporated. DMF was added to the residue. The precipitate was isolated by filtration.

Workup

  1. extractionThen the mixture was extracted with water
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationAfter filtration the filtrate
  4. customwas evaporated
  5. additionDMF was added to the residue
  6. customThe precipitate was isolated by filtration

Sources & evidence

ORD record
ord-989f0df75fa9441ea19a24632916707e
Source dataset
uspto-grants-2014_02
Patent number
US08648068B2

Reaction notes

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