1,4-Dioxane hydrochloride → 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-5-(1-hydroxypropyl)-7-methoxyquinolin-2(1H)-one hydrochloride

HRID 2193283Notes

Reaction equation

HRID 2193283 reaction equation
C(OC(=O)[N:7]([CH2:33][C:34]1[CH:43]=[CH:42][C:37]2[O:38][CH2:39][CH2:40][O:41][C:36]=2[CH:35]=1)[CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]2[C:25]3[C:20](=[C:21]([CH:28]([OH:31])[CH2:29][CH3:30])[CH:22]=[C:23]([O:26][CH3:27])[CH:24]=3)[CH:19]=[CH:18][C:17]2=[O:32])[CH2:10][CH2:9]1)(C)(C)C.[ClH:45].O1CCOCC1>O1CCOCC1>[ClH:45].[O:38]1[C:37]2[CH:42]=[CH:43][C:34]([CH2:33][NH:7][CH:8]3[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]4[C:25]5[C:20](=[C:21]([CH:28]([OH:31])[CH2:29][CH3:30])[CH:22]=[C:23]([O:26][CH3:27])[CH:24]=5)[CH:19]=[CH:18][C:17]4=[O:32])[CH2:10][CH2:9]3)=[CH:35][C:36]=2[O:41][CH2:40][CH2:39]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59398004tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(5-(1-hydroxypropyl)-7-methoxy-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate

Product 1

HCID 675401181-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-5-(1-hydroxypropyl)-7-methoxyquinolin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 1 mL of a 1,4-dioxane solution containing 165 mg of tert-butyl(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(5-(1-hydroxypropyl)-7-methoxy-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate, 1 mL of 4 mol/L hydrogen chloride/1,4-dioxane were added, and stirred at room temperature. The solvent was removed under reduced pressure to give 24 mg of 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-5-(1-hydroxypropyl)-7-methoxyquinolin-2(1H)-one hydrochloride as a brown solid.

Workup

  1. additionwere added
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-66dcc14f3a494857b677b6b7573a7dcc
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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