Acetonitrile → HCID 46239062, compound

HRID 41874Notes

Reaction equation

HRID 41874 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2=[C:9](SC)[N:10]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[N:20]=4)=[CH:15][CH:14]=3)[N:11]=[C:5]2[N:4]2[C@H:28]3[CH2:33][CH2:32][CH2:31][C@H:29]3[N:30]=[C:3]12.O[O:35][S:36]([O-:38])=O.[K+].[CH3:40]C#N>CO>[CH3:1][N:2]1[C:7](=[O:8])[C:6]2=[C:9]([S:36]([CH3:40])(=[O:38])=[O:35])[N:10]([CH2:12][C:13]3[CH:14]=[CH:15][C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[N:20]=4)=[CH:17][CH:18]=3)[N:11]=[C:5]2[N:4]2[C@H:28]3[CH2:33][CH2:32][CH2:31][C@H:29]3[N:30]=[C:3]12

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 23707502Potassium hydroxy sulfiteHCID 58456641HCID 58456641, compound

Product 1

HCID 46239062HCID 46239062, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(6aR,9aS)-5,6a,7,8,9,9a-hexahydro-5-methyl-3-(methylthio)-2-(4-(6-fluoropyridin-2-yl)benzyl)-cyclopent[4,5]imidazo[1,2-a]pyrazolo[4,3-e]pyrimidin-4(2H)-one (35.2 mg, 0.076 mmol) is dissolved in CH3CN (0.5 mL) and CH3OH (2 mL), and then an aqueous solution of oxone (139 mg, 0.226 mmol) is added. The reaction mixture is stirred at room temperature for 2 days, and then purified by a semi-preparative HPLC to give pure product as white solids. MS (ESI) m/z 495.2 [M+H]+.

Workup

  1. custompurified by a semi-preparative HPLC
  2. customto give pure product as white solids

Sources & evidence

ORD record
ord-f73c338e0b9c4619908dfe5c8a124e2e
Source dataset
uspto-grants-2013_09
Patent number
US08536159B2

Reaction notes

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