Triethylamine → HCID 44131781, 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 68630655	HCID 68630655	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 44131781	HCID 44131781	—

Reaction Steps

The title compound was prepared from Intermediate 2 (150 mg, 0.579 mmol) and 4-(2-cyclopentyloxyphenyl)butanoic acid (158 mg, 0.639 mmol) in presence of EDCI.HCl (166 mg, 0.863 mmol), HOBt (133 mg, 0.863 mmol) and triethylamine (241 μl, 2.043 mmol) in dichloromethane (5 ml) as described in Example 1 to give 153 mg of the product as a white solid; IR (KBr) 3300, 2943, 1646, 1474, 1238, 749 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.70-2.00 (m, 12H), 2.24-2.41 (m, 7H), 2.64-2.70 (m, 2H), 3.47 (s, 1H), 4.75 (br s, 1H), 5.25 (d, J=6.0 Hz, 1H), 5.50 (d, J=6.9 Hz, 1H), 6.71 (d, J=8.4 Hz, 1H), 6.79-6.85 (m, 2H), 7.05-7.12 (m, 4H); ESI-MS (m/z) 454.30 (M)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-6ec80392ddbd4ced97f8935a0323a938
Source note	uspto-grants-2013_07