HCID 86673071, compound → HCID 86673070, compound

HRID 1853301Notes

Reaction equation

HRID 1853301 reaction equation
[C:1]([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]#[C:18][CH2:19][O:20][CH3:21])[CH:15]=2)[O:10][C:9]([C:22]2[N:27]=[CH:26][N:25]3[CH:28]=[CH:29][CH:30]=[C:24]3[CH:23]=2)=[CH:8]1)([CH3:4])([CH3:3])[CH3:2].[H][H]>C(OCC)(=O)C.[Pt]>[C:1]([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:17][CH2:18][CH2:19][O:20][CH3:21])[CH:15]=2)[O:10][C:9]([C:22]2[N:27]=[CH:26][N:25]3[CH:28]=[CH:29][CH:30]=[C:24]3[CH:23]=2)=[CH:8]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 86673071HCID 86673071, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86673070HCID 86673070, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 6-(3-Methoxy-prop-1-ynyl)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl-oxime (example 83B) (30 mg, 0.075 mmol) and 10% platinum black (10 mg) in ethyl acetate (10 ml) was hydrogenated at room temperature under 1 atmosphere of hydrogen during 48 hours. The catalyst was removed by filtration over Celite® and the filtrates concentrated to dryness to yield the title compound (18 mg, 60%) as a yellow solid that was used for the next step without further purification.

Workup

  1. customThe catalyst was removed by filtration over Celite®
  2. concentrationthe filtrates concentrated to dryness

Sources & evidence

ORD record
ord-65ea906dc9f44726be286d1951273459
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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