Triethylamine → HCID 44132113, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Menbutone	HCID 71818	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-amine	HCID 15338705	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 44132113	HCID 44132113	—

Reaction Steps

The title compound was prepared from Intermediate 2 (250 mg, 0.965 mmol) and 4-(4-methoxy-1-naphthyl)-4-oxobutanoic acid (274 mg, 1.062 mmol) in presence of EDCI.HCl (277 mg, 1.451 mmol), HOBt (221 mg, 1.459 mmol) and triethylamine (403 μl, 2.905 mmol) in dichloromethane (10 ml) as described in Example 1 to give 311 mg of the product as a white solid; IR (KBr) 3204, 2972, 1632, 1523, 1230, 757 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.67-1.73 (m, 2H), 2.06-2.31 (m, 6H), 2.66-2.71 (m, 2H), 3.31-3.39 (m, 2H), 4.05 (s, 3H), 5.05 (br s, 1H), 6.77 (d, J=9.0 Hz, 1H), 7.03 (d, J=8.4 Hz, 1H), 7.14 (d, J=8.4 Hz, 1H), 7.20 (s, 1H), 7.53-7.61 (m, 2H), 8.20-8.28 (m, 2H), 8.43 (d, J=8.4 Hz, 1H), 8.86 (d, J=8.7 Hz, 1H); ESI-MS (m/z) 464.17 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-4ed6c398a2284c95bd8a941165ed4abd
Source note	uspto-grants-2013_07