Triethylamine → HCID 44133984, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	3-(naphthalen-2-yl)propanoic acid	HCID 238676	—
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	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 44133984	HCID 44133984	—

Reaction Steps

The title compound was prepared from Intermediate 2 (100 mg, 0.506 mmol) and 3-(2-naphthyl)propanoic acid (103 mg, 0.506 mmol) in presence of EDCI.HCl (143 mg, 0.751 mmol), HOBt (114 mg, 0.751 mmol) and triethylamine (209 μl, 1.518 mmol) in dichloromethane (10 ml) as described in Example 1 for 3 h to give 101 mg of the product as a white solid; IR (KBr) 3287, 2937, 1645, 1475, 1234, 817 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.41-1.48 (m, 1H), 1.80-1.86 (m, 2H), 2.06-2.26 (m, 4H), 2.56-2.68 (m, 2H), 3.19 (t, J=7.2 Hz, 2H), 3.47 (s, 1H), 5.17 (q, J=9.0 Hz, 1H), 5.35 (d, J=7.8 Hz, 1H), 6.65 (d, J=8.7 Hz, 1H), 6.91 (s, 1H), 7.01 (d, J=8.4 Hz, 1H), 7.33-7.42 (m, 3H), 7.65 (s, 1H), 7.77 (d, J=8.1 Hz, 3H); ESI-MS (m/z) 406.56 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-da945cd6784e45c3bc0080f408e508b6
Source note	uspto-grants-2013_07