Triethylamine → HCID 68792030, 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 68792991	HCID 68792991	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 68792030	HCID 68792030	45.7%

Reaction Steps

This compound was prepared from Intermediate 2 (150 mg, 0.576 mmol) and (2E)-3-{2-[(isopropylsulfonyl)amino]phenyl}acrylic acid (186 mg, 0.692 mmol) in presence of EDCI.HCl (165 mg, 0.865 mmol), HOBt (132 mg, 0.865 mmol) and triethylamine (240 μl, 1.732 mmol) in dichloromethane (10 ml) as described in Example 1 to give 125 mg of the product as a white solid; 1H NMR (300 MHz, CDCl3) δ 0.82-0.90 (m, 2H), 1.20-1.26 (m, 4H), 1.74-1.85 (m, 3H), 2.10-2.20 (m, 3H), 2.46-2.52 (m, 2H), 3.29 (t, J=6.3 Hz, 1H), 3.34-3.40 (m, 1H), 6.00-6.06 (m, 1H), 6.40 (d, J=15.6 Hz, 1H), 6.72 ((d, J=8.4 Hz, 1H), 7.05-7.18 (m, 3H), 7.33 (d, J=7.8 Hz, 2H), 7.49 (d, J=7.5 Hz, 1H), 7.57 (d, J=7.8 Hz, 1H), 8.08 (d, J=15.9 Hz, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-b9e6db0b5392495ea2354572f6bfa2bf
Source note	uspto-grants-2013_07