AK-660/12300001 → N-(3-benzoyl-benzo[b]thiophen-2-yl)-acetamide

HRID 133503Notes

Reaction equation

HRID 133503 reaction equation
[C:1]([C:9]1[C:10]2[CH2:21][CH2:20][CH2:19][CH2:18][C:11]=2[S:12][C:13]=1[NH:14][C:15](=[O:17])[CH3:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(Cl)(Cl)Cl.[Pd]>[C:1]([C:9]1[C:10]2[CH:21]=[CH:20][CH:19]=[CH:18][C:11]=2[S:12][C:13]=1[NH:14][C:15](=[O:17])[CH3:16])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 902348AK-660/12300001

Product 1

HCID 68896641N-(3-benzoyl-benzo[b]thiophen-2-yl)-acetamideYield 44%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6212ChloroformSolvent

Procedure

To a stirred solution of 0.61 g (2.04 mmol) N-(3-Benzoyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-acetamide in 20 ml chloroform was added 1.2 g palladium on charcoal (10%). The mixture was stirred at room temperature for 15 minutes and then the solvent was removed in vacuo. The resulting powder was heated at 100° C. for 48 h and then suspended in ethyl acetate and dichloromethane. The suspension was filtered, and the organic phase was concentrated in vacuo to afford 0.26 g (44%) N-(3-benzoyl-benzo[b]thiophen-2-yl)-acetamide as a yellow solid. ES-MS m/e (%): 296 (M+H+, 100).

Workup

  1. customthe solvent was removed in vacuo
  2. temperatureThe resulting powder was heated at 100° C. for 48 h
  3. filtrationThe suspension was filtered
  4. concentrationthe organic phase was concentrated in vacuo

Sources & evidence

ORD record
ord-0feeee24092648e3aa8787528b7d0041
Source dataset
uspto-grants-2008_06
Patent number
US07390903B2

Reaction notes

Loading…