Triethylamine → N-(1-oxo-indan-5-yl)-4-propyl-benzamide

HRID 1766315Notes

Reaction equation

HRID 1766315 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.[CH2:12]([C:15]1[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=1)[CH2:13][CH3:14].C(N(CC)CC)C>C1COCC1>[O:11]=[C:7]1[C:8]2[C:4](=[CH:3][C:2]([NH:1][C:19](=[O:20])[C:18]3[CH:22]=[CH:23][C:15]([CH2:12][CH2:13][CH3:14])=[CH:16][CH:17]=3)=[CH:10][CH:9]=2)[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1042934-Propylbenzoyl chlorideHCID 3128905-amino-2,3-dihydro-1H-inden-1-one

Product 1

HCID 21110320N-(1-oxo-indan-5-yl)-4-propyl-benzamideYield 64%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 5-amino-indan-1-one (75 mg, 0.50 mmol) in THF (6 mL) with 4-propylbenzoyl chloride (108 μL, 0.65 mmol) in presence of triethylamine (90 μL, 0.65 mmol) according to method A gave N-(1-oxo-indan-5-yl)-4-propyl-benzamide (94 mg, 0.32 mmol, 64% yield) as a white powder after purification on silica gel (eluent EtOAc/DCM 0/10 to 1/9).

Sources & evidence

ORD record
ord-d5521cb92ef24f18a624e5c732e95329
Source dataset
uspto-grants-2007_06
Patent number
US07230020B2

Reaction notes

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