Triethylamine → HCID 44131782, 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 68630863	HCID 68630863	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 44131782	HCID 44131782	—

Reaction Steps

The title compound was prepared from Intermediate 2 (200 mg, 0.772 mmol) and 4-(2-cyclopentyloxy-3-methoxyphenyl)butanoic acid (214 mg, 0.772 mmol) in presence of EDCI.HCl (222 mg, 1.158 mmol), HOBt (118 mg, 0.772 mmol) and triethylamine (273 μl, 2.702 mmol) in dichloromethane (10 ml) as described in Example 1 to give 210 mg of the product as a white solid; IR (KBr) 3019, 2970, 1665, 1475, 1215, 769 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.70-1.80 (m, 11H), 1.97-2.04 (m, 2H), 2.14-2.20 (m, 5H), 2.30-2.42 (m, 2H), 2.71 (t, J=6.9 Hz, 2H), 3.81 (s, 3H), 4.80 (br s, 1H), 5.24 (br s, 1H), 5.55 (d, J=8.7 Hz, 1H), 6.70-6.77 (m, 3H), 6.94 (t, J=7.2 Hz, 1H), 7.06 (d, J=9.9 Hz, 2H); ESI-MS (m/z) 482.44 (M−H)−.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-3e2eaeac9faf4f4b90c7a8f66821ec9b
Source note	uspto-grants-2013_07