Dichloromethane → (3,5-Dimethyl-pyridin-2-yl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine

Participants

Role	Name	HCID	Charge
Reactant	Dichloromethane	HCID 6344	—
Reactant	Sodium triacetoxyborohydride	HCID 5049666	—
Reactant	6,7-Dihydro-5H-quinoline-8-one	HCID 11744777	—
Reactant	(3,5-Dimethylpyridin-2-yl)methanamine	HCID 18507412	—
Product	(3,5-Dimethyl-pyridin-2-yl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine	HCID 67273035	—

Reaction Steps

Using General Procedure B, reaction of C-(3,5-dimethyl-pyridin-2-yl)-methylamine, 6,7-dihydro-5H-quinolin-8-one and NaBH(OAc)3 in CH2Cl2 gave (3,5-dimethyl-pyridin-2-yl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine as a light brown oil. 1H NMR (CDCl3) δ 1.76 (m, 1H), 1.92 (m, 1H), 2.06 (m, 1H), 2.19 (m, 1H), 2.26 (s, 3H), 2.33 (s, 3H), 2.80 (m, 2H), 3.88 (t, 1H, J=7.2 Hz), 3.96 (d, 1H, J=12.0 Hz), 4.10 (d, 1H, J=12.5 Hz), 7.04 (m, 1H), 7.23 (s, 1H), 7.35 (d, 1H, J=7.5 Hz), 8.23 (s, 1H), 8.41 (d, 1H, J=4.5 Hz).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07291631B2
Source dataset	uspto-grants-2007_11
ORD ID	ord-9531090a7bfd4f7b86b63fdf51595efe
Source note	uspto-grants-2007_11