Triethylamine → HCID 44132439, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	2-Naphthaleneacetic acid	HCID 11393	—
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 44132439	HCID 44132439	—

Reaction Steps

The title compound was prepared from Intermediate 2 (200 mg, 0.764 mmol) and 2-naphthylacetic acid (213 mg, 1.141 mmol) in presence of EDCI.HCl (213 mg, 1.145 mmol), HOBt (176 mg, 1.145 mmol) and triethylamine (425 μl, 3.052 mmol) in dichloromethane (10 ml) as described in Example 1 to give 193 mg of the product as a white solid; IR (KBr) 3262, 2933, 1643, 1474, 1230, 816 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.63-1.77 (m, 2H), 1.84-1.92 (m, 2H), 1.95-2.02 (m, 2H), 2.16-2.36 (m, 2H), 3.82 (s, 2H), 5.24 (q, J=9.6 Hz, 1H), 5.50 (d, J=8.7 Hz, 1H), 6.65 (d, J=8.4 Hz, 1H), 7.00 (d, J=9.3 Hz, 2H), 7.39 (d, J=8.4 Hz, 1H), 7.45-7.50 (m, 2H), 7.73 (s, 1H), 7.78-7.86 (m, 3H); ESI-MS (m/z) 392.58 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-76bc6c61aca54dfda3369140a142fcd5
Source note	uspto-grants-2013_07