Hydrogen chloride-ethyl acetate → 1-Methyl-6-{3-[(2-methylamino-ethyl)-pyridin-4-ylmethyl-amino]-propoxy}-1H-quinolin-2-one trihydrochloride

HRID 1504203Notes

Reaction equation

HRID 1504203 reaction equation
C(OC(=O)C)C.[ClH:7].C(O[C:13](=O)[N:14](C)[CH2:15][CH2:16][N:17]([CH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[N:35]([CH3:39])[C:34](=[O:40])[CH:33]=[CH:32]2)[CH2:18][C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)(C)(C)C>C(OCC)(=O)C>[ClH:7].[ClH:7].[ClH:7].[CH3:39][N:35]1[C:36]2[C:31](=[CH:30][C:29]([O:28][CH2:27][CH2:26][CH2:25][N:17]([CH2:16][CH2:15][NH:14][CH3:13])[CH2:18][C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)=[CH:38][CH:37]=2)[CH:32]=[CH:33][C:34]1=[O:40]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86762700Methyl-(2-{[3-(1-methyl-2-oxo-1,2-dihydro-quinolin-6-yloxy)-propyl]-pyridin-4-ylmethyl-amino}-ethyl)-carbamic acid tert-butyl ester

Product 1

HCID 669606671-Methyl-6-{3-[(2-methylamino-ethyl)-pyridin-4-ylmethyl-amino]-propoxy}-1H-quinolin-2-one trihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 4N-hydrogen chloride ethyl acetate solution(4.2 ml) was added to an ethyl acetate solution (30 ml) of methyl-(2-{[3-(1-methyl-2-oxo-1,2-dihydro-quinolin-6-yloxy)-propyl]-pyridin-4-ylmethyl-amino}-ethyl)-carbamic acid tert-butyl ester (1.0 g), and the mixture was stirred for 30 minutes at room temperature. The reaction mixture was condensed under reduced pressure to give the title compound(1.0 g) as a white powder.

Workup

  1. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-280854e0e6094cb8925b861de8757b62
Source dataset
uspto-grants-2015_12
Patent number
US09212187B2

Reaction notes

Loading…