Methanol → 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methylquinolin-2(1H)-one hydrochloride

HRID 2193181Notes

Reaction equation

HRID 2193181 reaction equation
CO.C(OC(=O)[N:9]([CH2:30][C:31]1[CH:40]=[CH:39][C:34]2[O:35][CH2:36][CH2:37][O:38][C:33]=2[CH:32]=1)[CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([CH3:28])[CH:26]=3)[CH:21]=[CH:20][C:19]2=[O:29])[CH2:12][CH2:11]1)(C)(C)C.[ClH:42].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:42].[O:35]1[C:34]2[CH:39]=[CH:40][C:31]([CH2:30][NH:9][CH:10]3[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][N:18]4[C:27]5[C:22](=[CH:23][CH:24]=[C:25]([CH3:28])[CH:26]=5)[CH:21]=[CH:20][C:19]4=[O:29])[CH2:14][CH2:15]3)=[CH:32][C:33]=2[O:38][CH2:37][CH2:36]1

Participants

5

Reactant 3

HCID 887MethanolHCID 21866389Hydrogen chloride-ethyl acetateHCID 59398272tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(7-methyl-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate

Product 1

HCID 675377981-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methylquinolin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 2.0 mL of a methanol solution containing 0.25 g of tert-butyl(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(7-methyl-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate, 2.0 mL of 4 mol/L hydrogen chloride/ethyl acetate solution was added and stirred for 30 min. Ethyl acetate was added, and the resulting solid was filtered to afford 0.18 g of 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methylquinolin-2(1H)-one hydrochloride as a white solid.

Workup

  1. additionwas added
  2. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-c4e62fbe99544213b319d0c7df2a8a00
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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