Ethanol → 1-(6-Chloro-4-(3,4-methylenedioxybenzyl)aminoquinazolin-2-yl)piperidine-4-carboxylic acid

HRID 1900691

Reaction equation

HRID 1900691 reaction equation
[CH2:1]([OH:3])[CH3:2].[OH-:4].[Na+].C(OC1[CH2:14][CH2:13][N:12]([C:15]2[N:24]=[C:23]([NH:25][CH2:26][C:27]3[CH:32]=[CH:31][C:30]4[O:33][CH2:34][O:35][C:29]=4[CH:28]=3)[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([Cl:36])[CH:21]=3)[N:16]=2)[C:11](=C=O)[CH2:10]1)C>O>[C:1]([CH:2]1[CH2:14][CH2:13][N:12]([C:15]2[N:24]=[C:23]([NH:25][CH2:26][C:27]3[CH:32]=[CH:31][C:30]4[O:33][CH2:34][O:35][C:29]=4[CH:28]=3)[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([Cl:36])[CH:21]=3)[N:16]=2)[CH2:11][CH2:10]1)([OH:4])=[O:3]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 867499922-(4-Ethoxy-carbonylpiperidino)-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline

Product 1

HCID 53114861-(6-Chloro-4-(3,4-methylenedioxybenzyl)aminoquinazolin-2-yl)piperidine-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 ml of ethanol, 5 ml of water and 820 mg of sodium hydroxide were added to 1 g of 2-(4-ethoxy-carbonylpiperidino)-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline. The obtained mixture was refluxed for 20 minutes, concentrated under a reduced pressure and neutralized with 1N hydrochloric acid. The crystals thus precipitated were recovered by filtration to give 920 mg of the title compound.

Workup

  1. temperatureThe obtained mixture was refluxed for 20 minutes
  2. concentrationconcentrated under a reduced pressure and neutralized with 1N hydrochloric acid
  3. customThe crystals thus precipitated
  4. filtrationwere recovered by filtration

Sources & evidence

ORD record
ord-94ab31acca5a4b53ac2e7a80ed7e9242
Source dataset
uspto-grants-1996_11
Patent number
US05576322

Linked notes

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