HCID 67107507, compound → HCID 67107433, compound

HRID 2177690Notes

Reaction equation

HRID 2177690 reaction equation
[CH2:1]([N:3]([CH2:34][CH3:35])[CH2:4][CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[S:13]([CH2:16][C:17]1[C:22]([C:23]([O:25][CH3:26])=[O:24])=[C:21]([O:27][CH3:28])[C:20]([C:29]2[CH:33]=[CH:32][O:31][CH:30]=2)=[CH:19][CH:18]=1)(=[O:15])=[O:14])[CH3:2].[H][H]>[Pd].CO>[CH2:34]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[S:13]([CH2:16][C:17]1[C:22]([C:23]([O:25][CH3:26])=[O:24])=[C:21]([O:27][CH3:28])[C:20]([C:29]2[CH:33]=[CH:32][O:31][CH:30]=2)=[CH:19][CH:18]=1)(=[O:15])=[O:14])[CH3:35]

Participants

5

Reactant 2

HCID 67107507HCID 67107507, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67107433HCID 67107433, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of methyl 6-[2-(3-diethylaminoprop-1-en-1-yl)benzenesulphonyl-methyl]-3-(furan-3-yl)-2-methoxybenzoate (mixture of E and Z isomers, Intermediate 5, 0.03 g) and palladium on carbon (10%, 0.006 g) in methanol (1.2 ml) was stirred in an atmosphere of hydrogen (balloon) for 1 hour. The mixture was filtered through Celite and the filtrate was evaporated to dryness to give methyl 6-[2-(3-diethylaminopropyl)benzenesulphonylmethyl]-3-(furan-3-yl)-2-methoxybenzoate (0.028 g) as a colourless oil.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-ad4dc121a2cf4adab00f3c1c6dd683fc
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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