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

HRID 69032Notes

Reaction equation

HRID 69032 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-fbcaf1c08b514245ad3550dea30b293c
Source dataset
uspto-grants-2014_09
Patent number
US08822453B2

Reaction notes

Loading…