Piperidine → 4-(3,5-Dimethylpyridin-4-ylamino)-7-methoxy-8-(6-(piperidin-1-yl)hexyloxy)quinolin-2(1H)-one

Participants

Role	Name	HCID	Charge
Reactant	Piperidine	HCID 8082	—
Reactant	8-(6-chlorohexyloxy)-4-(3,5-dimethylpyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one	HCID 59268114	—
Product	4-(3,5-Dimethylpyridin-4-ylamino)-7-methoxy-8-(6-(piperidin-1-yl)hexyloxy)quinolin-2(1H)-one	HCID 53344834	—

Reaction Steps

The title compound was prepared from 8-(6-chlorohexyloxy)-4-(3,5-dimethylpyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one (Intermediate 6) and piperidine following the procedure outlined in Example 15 (modifications: 40° C., 18 h). 1H NMR (400 MHz, DMSO-d6): δ 9.64 (s, 1H), 8.39 (s, 3H), 7.88 (d, 1H), 7.01 (d, 1H), 4.51 (s, 1H), 3.95 (t, 2H), 3.89 (s, 3H), 2.25 (br, 4H), 2.17 (t, 2H), 2.13 (s, 6H), 1.74 (m, 2H), 1.49-1.23 (m, 12H); MS (ESI): 479.4.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08138205B2
Source dataset	uspto-grants-2012_03
ORD ID	ord-0e1cc854079c41678dde337b34bdf09c
Source note	uspto-grants-2012_03