Triethylamine → HCID 68791685, 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 17774216	HCID 17774216	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 68791685	HCID 68791685	—

Reaction Steps

The title compound was prepared from Intermediate 2 (200 mg, 0.769 mmol)) and 3-(2,3-dihydro-1,4-benzodioxin-5-yl)propanoic acid (191 mg, 0.923 mmol) in presence of EDCI.HCl (221 mg, 1.153 mmol), HOBt (176 mg, 1.153 mmol) and triethylamine (321 μl, 2.307 mmol) in dichloromethane (10 ml) as described in Example 1 to give 141 mg of the product as a white solid; IR (KBr) 3276, 2935, 1639, 1474, 1262, 1094 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.63-1.71 (m, 3H), 1.89 (br s, 1H), 2.13-2.27 (m, 2H), 2.33-2.37 (m, 2H), 2.57 (t, J=7.5 Hz, 2H), 2.96 (t, J=6.9 Hz, 2H), 4.19 (d, J=6.3 Hz, 4H), 5.19 (q, J=8.7 Hz, 1H), 5.62 (d, J=8.1 Hz, 1H), 6.69-6.74 (m, 4H), 6.95 (s, 1H), 7.05 (d, J=8.1 Hz, 1H); ESI-MS (m/z) 414.47 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-84a5006a8ef542c98069945b16d030ba
Source note	uspto-grants-2013_07