Triethylamine → HCID 44131603, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	3-(1,3-benzodioxol-4-yl)propanoic acid	HCID 231981	—
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 44131603	HCID 44131603	—

Reaction Steps

The title compound was prepared from Intermediate 2 (150 mg, 0.679 mmol) and 3-(1,3-benzodioxol-4-yl)propanoic acid (169 mg, 0.892 mmol) in presence of EDCI.HCl (192 mg, 1.005 mmol), HOBt (154 mg, 1.005 mmol) and triethylamine (135 μl, 1.341 mmol) in dichloromethane (10 ml) as described in Example 1 to give 137 mg of the product as a white solid; IR (KBr) 3314, 2940, 1640, 1456, 1243, 1064 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.63-1.72 (m, 2H), 1.85-1.89 (m, 1H), 2.04-2.17 (m, 3H), 2.27-2.37 (m, 2H), 2.58 (t, J=6.9 Hz, 2H), 2.96-3.02 (m, 2H), 5.20 (q, J=9.3 Hz, 1H), 5.54 (d, J=8.7 Hz, 1H), 5.87 (d, J=8.7 Hz, 2H), 6.69-6.80 (m, 4H), 6.92 (s, 1H), 7.05 (d, J=8.7 Hz, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-dddb726505664d459f622c8185eceaf2
Source note	uspto-grants-2013_07