HCID 19003122, compound → HCID 19003173, compound

HRID 2259286Notes

Reaction equation

HRID 2259286 reaction equation
Cl.[NH2:2][CH:3]([CH2:16][C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[NH:19][CH:18]=1)[C:4]([O:6][CH2:7][C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[CH:9]=1)=[O:5]>C(Cl)(=O)C1C=CC=CC=1>[NH:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]([CH2:16][CH:3]([NH:2][C:7](=[O:6])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]([O:6][CH2:7][C:8]2[CH:9]=[C:10]([CH3:15])[CH:11]=[C:12]([CH3:14])[CH:13]=2)=[O:5])=[CH:18]1

Participants

3

Reactant 1

HCID 19003122HCID 19003122, compound

Product 1

HCID 19003173HCID 19003173, compound

Reagents, catalysts & solvents 1

HCID 7412Benzoyl chlorideSolvent

Procedure

Following the method of Example 4b), benzoyl chloride (500 μL) and 3,5-dimethylbenzyl 2-amino-3-(3-indolyl)propionate hydrochloride (500 mg) gave the title compound after chromatography on silica using ethyl acetate/petroleum ether (3:2) (0.21 g), m.p. 133°-134° C. 1H NMR (360 MHz, CDCl3) δ8.10 (1H, s), 7.67 (1H, d, J=7 Hz), 7.53 (1H, d, J=7 Hz), 7.49-7.25 (4H, m), 7.17 (1H, t, J=7 Hz), 7.05 (1H, t, J=7 Hz), 6.97 (1H, s), 6.89 (2H, s), 6.82 (1H, d, J=2 Hz), 6.68 (1H, d, J=8 Hz), 5.18 (1H, m), 5.06 (2H, s), 3.45 (2H, m), 2.3 (6H, s). Found: C, 75.24; H, 6.20; N, 6.50; C27H26N2O3. 0.25(H2O) requires C, 74.90; H, 6.22; N, 6.51%.

Sources & evidence

ORD record
ord-1a5174e6125045d28edb8bb22dd02731
Source dataset
uspto-grants-1995_12
Patent number
US05472978

Reaction notes

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