HCID 57855484, compound → HCID 16660449, compound

HRID 1360645Notes

Reaction equation

HRID 1360645 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1/[CH:6]=[CH:7]/[CH:8]([N:25]([OH:28])[CH:26]=[O:27])[CH2:9][S:10]([N:13]1[CH2:22][CH2:21][C:20]2[C:15](=[CH:16][C:17]([O:23][CH3:24])=[CH:18][CH:19]=2)[CH2:14]1)(=[O:12])=[O:11].[H][H]>CO.[Pd]>[OH:28][N:25]([CH:8]([CH2:9][S:10]([N:13]1[CH2:22][CH2:21][C:20]2[C:15](=[CH:16][C:17]([O:23][CH3:24])=[CH:18][CH:19]=2)[CH2:14]1)(=[O:11])=[O:12])[CH2:7][CH2:6][CH:2]1[CH2:3][CH2:4][CH2:5][O:1]1)[CH:26]=[O:27]

Participants

5

Reactant 2

HCID 57855484HCID 57855484, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 16660449HCID 16660449, compoundYield 33.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of N-((2E)-3-(2-furyl)-1-{[(7-methoxy-3,4-dihydroisoquinolin-2(1H)-yl)sulfonyl]methyl}prop-2-en-1-yl)-N-hydroxyformamide (30 mg, 0.073 mmol) in MeOH (3 ml) was hydrogenated over 10% Pd/C under 5 bars of hydrogen for 2 hours. The reaction mixture was filtered and the solvent was evaporated under reduced pressure to give the title compound (33) as a colorless oil (10 mg, 33%). HPLC, Rt: 3.2 min (purity: 84.3%). LC/MS, M+(ESI): 413.3, M−(ESI): 411.2.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-9d1ebfdae976450b9c96d03dc9f8f7e7
Source dataset
uspto-grants-2011_02
Patent number
US07879876B2

Reaction notes

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