Methanol → HCID 67539491, compound

HRID 39774Notes

Reaction equation

HRID 39774 reaction equation
CO.[O:3]1[C:8]2[CH:9]=[CH:10][C:11]([CH2:13][NH:14][CH:15]3[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][N:23]4[C:32]5[C:27](=[CH:28][CH:29]=[C:30]([O:33][CH3:34])[CH:31]=5)[CH:26]=[C:25]([C:35]([O:37]C)=[O:36])[C:24]4=[O:39])[CH2:17][CH2:16]3)=[CH:12][C:7]=2[O:6][CH2:5][CH2:4]1.[OH-].[Na+]>O>[O:3]1[C:8]2[CH:9]=[CH:10][C:11]([CH2:13][NH:14][CH:15]3[CH2:16][CH2:17][N:18]([CH2:21][CH2:22][N:23]4[C:32]5[C:27](=[CH:28][CH:29]=[C:30]([O:33][CH3:34])[CH:31]=5)[CH:26]=[C:25]([C:35]([OH:37])=[O:36])[C:24]4=[O:39])[CH2:19][CH2:20]3)=[CH:12][C:7]=2[O:6][CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 59398267HCID 59398267, compound

Product 1

HCID 67539491HCID 67539491, compoundYield 77.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 1 mL of a methanol solution containing 0.20 g of methyl 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-3-carboxylate, 0.5 mL of 20% aqueous sodium hydroxide solution was added and stirred for 1 hour. 3 mL of water was added, removed methanol under reduced pressure, adjusted to pH 6.0 with 6 mol/L hydrochloric acid, and the resulting solid was filtered to afford 0.15 g of 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid as a white solid.

Workup

  1. additionwas added
  2. customremoved methanol under reduced pressure
  3. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-14d7320679474aed8b618b61a74dc3b9
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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