HCID 53759725, compound → HCID 22033290, compound

HRID 1792354Notes

Reaction equation

HRID 1792354 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]1[C:22]2[C:17](=[CH:18][C:19]([OH:23])=[CH:20][CH:21]=2)[S:16][CH2:15][C:14]1([C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)[CH3:24])=[N+]=[N-]>[Pd].CO>[NH2:1][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]1[C:22]2[C:17](=[CH:18][C:19]([OH:23])=[CH:20][CH:21]=2)[S:16][CH2:15][C:14]1([C:25]1[CH:26]=[CH:27][C:28]([OH:31])=[CH:29][CH:30]=1)[CH3:24]

Participants

4

Reactant 1

HCID 53759725HCID 53759725, compound

Product 1

HCID 22033290HCID 22033290, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Methanol (70 ml) and 10% Pd/C (137 mg) were added to (3RS,4RS)-4-(azidononyl)-7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman (410 mg, 0.93 mmol) and the mixture was stirred for 2 h under hydrogen (normal pressure). When the reaction was completed, the mixture was filtered through celite pad, the filtrate was evaporated in vacuo to give 380 mg (yield: 98%) of the title compound as a pale yellow oil.

Workup

  1. filtrationthe mixture was filtered through celite pad
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-2473e86ed154425c94d139013e8f9c60
Source dataset
uspto-grants-2006_07
Patent number
US07074819B2

Reaction notes

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