Triethylamine → HCID 58885273, compound

HRID 1766314Notes

Reaction equation

HRID 1766314 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.Cl[C:13]1[CH:14]=[C:15]([CH:19]=[C:20](Cl)[CH:21]=1)[C:16](Cl)=[O:17].C(N([CH2:28][CH3:29])CC)C>C1COCC1>[O:11]=[C:7]1[C:8]2[C:4](=[CH:3][C:2]([NH:1][C:16]([C:15]3[CH:19]=[CH:20][C:21]([C:29]4[CH:28]=[CH:9][CH:10]=[CH:2][CH:3]=4)=[CH:13][CH:14]=3)=[O:17])=[CH:10][CH:9]=2)[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 761913,5-Dichlorobenzoyl chlorideHCID 3128905-amino-2,3-dihydro-1H-inden-1-one

Product 1

HCID 58885273HCID 58885273, compoundYield 144%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 5-amino-indan-1-one (73 mg, 0.50 mmol) in THF (6 mL) with 3,5-dichlorobenzoyl chloride (136 mg, 0.65 mmol) in presence of triethylamine (90 μL, 0.65 mmol) according to method A gave biphenyl-4-carboxylic acid (1-oxo-indan-5-yl)-amide (115 mg, 0.36 mmol, 72% yield) as a brown powder after purification by washing the crude product with ethyl acetate.

Sources & evidence

ORD record
ord-f887e18207b54fadb068c9eeaae8218a
Source dataset
uspto-grants-2007_06
Patent number
US07230020B2

Reaction notes

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