Triethylamine → HCID 68793904, 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	(2E)-3-[2-(2-Pyridinyl)phenyl]-2-propenoic acid	HCID 68790670	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 68793904	HCID 68793904	80.5%

Reaction Steps

This compound was prepared from Intermediate 2 (300 mg, 1.153 mmol) and (2E)-3-(2-pyridin-2-ylphenyl)acrylic acid (260 mg, 1.153 mmol) in presence of EDCI.HCl (332 mg, 1.730 mmol), HOBt (177 mg, 1.153 mmol) and triethylamine (402 μl, 2.884 mmol) in dichloromethane (10 ml) as described in Example 1 to give 400 mg of the product as a white solid; IR (Neat) 3228, 2935, 1651, 1540, 1475, 1264, 759 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.80-1.90 (m, 2H), 2.08-2.20 (m, 4H), 2.35-2.49 (m, 2H), 3.46 (q, J=7.2 Hz, 1H), 5.34 (q, J=9.3 Hz, 1H), 5.84 (d, J=8.7 Hz, 1H), 6.37 (d, J=15.0 Hz, 1H), 6.73 (d, J=8.1 Hz, 1H), 7.08 (d, J=8.4 Hz, 1H), 7.14 (s, 1H), 7.33-7.43 (m, 4H), 7.61-7.70 (m, 3H), 8.55-8.61 (m, 2H); ESI-MS (m/z) 431.24 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-d8fb1e057ebd4d83a58a67514898cdfb
Source note	uspto-grants-2013_07