Chloroform methanol → HCID 178517554, compound

HRID 1506264Notes

Reaction equation

HRID 1506264 reaction equation
[CH:1]1([N:7]2[C:12]3[C:13]4[CH:19]=[CH:18][NH:17][C:14]=4[N:15]=[CH:16][C:11]=3[CH2:10][NH:9][C:8]2=[O:20])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(Cl)(Cl)Cl.CO>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:1]1([N:7]2[C:12]3[C:13]4[CH:19]=[CH:18][NH:17][C:14]=4[N:15]=[CH:16][C:11]=3[CH:10]=[N:9][C:8]2=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 21584188Chloroform methanolHCID 71264075HCID 71264075, compound

Product 1

HCID 178517554HCID 178517554, compoundYield 3.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

1-Cyclohexyl-3,4-dihydro-1H-pyrrolo[3′,2′:5,6]pyrido[4,3-d]pyrimidin-2(7H)-one (18 mg, 0.066 mmol) in chloroform (2 mL) was stirred with manganese dioxide (100 mg, 1.15 mmol) at 50° C. for 5 hours. The reaction mixture was filtered, and the filtrate was purified by silica gel column chromatography (Hi Flash column amino type manufactured by Yamazen Corporation: chloroform/methanol=10/1 (v/v)) to give the title compound as a colorless solid (0.58 mg, yield 3.2%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was purified by silica gel column chromatography (Hi Flash column amino type

Sources & evidence

ORD record
ord-a972e84e221c4676a231dc55eba7713e
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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