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

HRID 39840Notes

Reaction equation

HRID 39840 reaction equation
CO.[F:3][CH:4]([F:45])[O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([CH3:44])=[CH:11][C:12](=[O:43])[N:13]2[CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([N:24]([CH2:32][C:33]3[CH:42]=[CH:41][C:36]4[O:37][CH2:38][CH2:39][O:40][C:35]=4[CH:34]=3)C(=O)OC(C)(C)C)[CH2:20][CH2:19]2)=[CH:8][CH:7]=1.[ClH:46].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:46].[F:45][CH:4]([F:3])[O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([CH3:44])=[CH:11][C:12](=[O:43])[N:13]2[CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([NH:24][CH2:32][C:33]3[CH:42]=[CH:41][C:36]4[O:37][CH2:38][CH2:39][O:40][C:35]=4[CH:34]=3)[CH2:20][CH2:19]2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 21866389Hydrogen chloride-ethyl acetateHCID 59398120HCID 59398120, compound

Product 1

HCID 675388137-(difluoromethoxy)-1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-4-methylquinolin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 1 mL of methanol solution containing 0.16 g of tert-butyl (1-(2-(7-(difluoromethoxy)-4-methyl-2-oxo-1,2-dihydroquinolin-1-yl)ethyl)piperidin-4-yl)(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)carbamate, 1 mL of 4 mol/L hydrogen chloride/ethyl acetate solution was added at room temperature, and stirred for 1 hour. Ethyl acetate was added, and the resulting solid was filtered to give 87 mg of 7-(difluoromethoxy)-1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-4-methylquinolin-2(1H)-one hydrochloride as a white solid.

Workup

  1. additionwas added at room temperature
  2. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-a1e68f66a0ef4400bfa2ffc1c25a62b4
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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