Triethylamine → HCID 44131606, 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 68791910	HCID 68791910	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 44131606	HCID 44131606	—

Reaction Steps

The title compound was prepared from Intermediate 2 (200 mg, 0.896 mmol) and 3-dibenzo[b,d]furan-4-ylpropanoic acid (214 mg, 0.896 mmol) in presence of EDCI.HCl (256 mg, 1.345 mmol), HOBt (205 mg, 1.345 mmol) and triethylamine (371 μl, 2.690 mmol) in dichloromethane (10 ml) as described in Example 1 for 4 h to give 215 mg of the product as a white solid; 1H NMR (300 MHz, CDCl3) δ 1.81-1.91 (m, 3H), 2.08-2.13 (m, 3H), 2.17-2.26 (m, 2H), 2.72-2.79 (m, 2H), 3.35-3.41 (m, 2H), 5.16 (q, J=9.3 Hz, 1H), 5.44 (d, J=8.7 Hz, 1H), 6.63 (d, J=8.7 Hz, 1H), 6.82 (s, 1H), 6.99 (dd, J=6.3, 1.8 Hz, 1H), 7.28-7.33 (m, 3H), 7.42 (t, J=6.9 Hz, 1H), 7.53 (d, J=8.7 Hz, 1H), 7.82 (d, J=6.3 Hz, 1H), 7.91 (d, J=8.7 Hz, 1H); ESI-MS (m/z) 446.29 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-0c5e1d3df4344c4d932ba0273d31d7ac
Source note	uspto-grants-2013_07