2-Methoxyphenylacetic acid → HCID 44132109, compound

Participants

Role	Name	HCID	Charge
Reactant	2-Methoxyphenylacetic acid	HCID 7134	—
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	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 44132109	HCID 44132109	—

Reaction Steps

The title compound was prepared from Intermediate 2 (200 mg, 0.763 mmol) and 2-methoxyphenylacetic acid (190 mg, 1.148 mmol) in presence of EDCI.HCl (219 mg, 1.148 mmol), HOBt (175 mg, 1.148 mmol) and triethylamine (318 μl, 2.289 mmol) in dichloromethane (10 ml) as described in Example 1 for 6 h to give 206 mg of the product as a white solid; IR (KBr) 3272, 2979, 1634, 1475, 1248, 753 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.65-1.74 (m, 2H), 1.85-2.04 (m, 2H), 2.12-2.20 (m, 2H), 2.24-2.38 (m, 2H), 3.62 (q, J=14.7 Hz, 2H), 3.85 (s, 3H), 5.19 (q, J=9.3 Hz, 1H), 5.78 (d, J=8.4 Hz, 1H), 6.67 (d, J=8.7 Hz, 1H), 6.87-6.94 (m, 3H), 7.02 (d, J=8.4 Hz, 1H), 7.26-7.30 (m, 2H); ESI-MS (m/z) 372.50 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487121B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-01ee8bde2cc7431b90eb80099d614766
Source note	uspto-grants-2013_07