Triethylamine → HCID 44132760, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
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	—
Reactant	HCID 86648450	HCID 86648450	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 44132760	HCID 44132760	—

Reaction Steps

The title compound was prepared from Intermediate 2 (200 mg, 0.779 mmol) and 3-[(2-cyclopentyloxyphenyl)propanoic acid (181 mg, 0.779 mmol) in presence of EDCI.HCl (222 mg, 1.152 mmol), HOBt (177 mg, 1.152 mmol) and triethylamine (427 μl, 3.116 mmol) in dichloromethane (10 ml) as described in Example 1 to give 150 mg of the product as a white solid; IR (KBr) 3316, 2952, 1651, 1488, 749 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.58-1.65 (m, 3H), 1.72-1.87 (m, 8H), 2.02-2.12 (m, 3H), 2.26-2.36 (m, 2H), 2.56 (t, J=6.9 Hz, 2H), 2.95 (t, J=7.5 Hz, 2H), 4.72 (br s, 1H), 5.15 (q, J=8.7 Hz, 1H), 5.59 (d, J=7.8 Hz, 1H), 6.69 (d, J=8.4 Hz, 1H), 6.80-6.88 (m, 3H), 7.04 (dd, J=2.4, 5.7 Hz, 1H), 7.14 (d, J=7.5 Hz, 2H); ESI-MS (m/z) 440.34 (M)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-0ab779a2d32d4ccca2b6d618c36355b3
Source note	uspto-grants-2013_07