m-Chloroperbenzoic acid → HCID 57936333, compound

HRID 1434990Notes

Reaction equation

HRID 1434990 reaction equation
[CH3:1][C:2]([NH2:20])([CH3:19])[C:3]#[C:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([S:17][CH3:18])[N:12]=2)=[CH:7][N:6]=1.C1C=C(Cl)C=C(C(OO)=[O:29])C=1>C(O)(=O)C.C(Cl)Cl.C(Cl)Cl>[CH3:18][S:17]([C:13]1[N:12]=[C:11]([C:8]2[CH:9]=[CH:10][C:5]([C:4]#[C:3][C:2]([NH2:20])([CH3:1])[CH3:19])=[N:6][CH:7]=2)[CH:16]=[CH:15][N:14]=1)=[O:29]

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 57936290HCID 57936290, compound

Product 1

HCID 57936333HCID 57936333, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 21922555Acetic acid methylene chlorideSolvent

Procedure

1,1-Dimethyl-3-[5-(2-methylsulfanyl-pyrimidin-4-yl)-pyridin-2-yl]-prop-2-ynylamine (500 mg, 1.76 mmol) in acetic acid/DCM (2.6 ml/8.8 ml) was treated at 0° C. with mCPBA (content 70%, 455 mg, 2.64 mmol) for 10 minutes. The reaction mixture was diluted with DCM and washed with 2N-solution of sodium carbonate. The organic phase was dried over sodium sulfate, filtered, evaporated to give the title compound as brownish crystals. Yield: 500 mg (98%).

Workup

  1. washwashed with 2N-solution of sodium carbonate
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-078afa71062f48d99b2e4593ff5c63ad
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

Loading…