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

HRID 1938550

Reaction equation

HRID 1938550 reaction equation
C(O)C.[OH-].[Na+].C([O:8][C:9]([CH:11]1[CH2:16][CH2:15][N:14]([C:17]2[N:26]=[C:25]([NH:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]4[O:35][CH2:36][O:37][C:31]=4[CH:30]=3)[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([Cl:38])[CH:23]=3)[N:18]=2)[CH2:13][CH2:12]1)=[O:10])C>O>[C:9]([CH:11]1[CH2:16][CH2:15][N:14]([C:17]2[N:26]=[C:25]([NH:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]4[O:35][CH2:36][O:37][C:31]=4[CH:30]=3)[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([Cl:38])[CH:23]=3)[N:18]=2)[CH2:13][CH2:12]1)([OH:10])=[O:8]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 211838922-(4-Ethoxycarbonylpiperidino)-4-(3,4-methylenedioxy-benzyl)amino-6-chloroquinazoline

Product 1

HCID 53114861-(6-Chloro-4-(3,4-methylenedioxybenzyl)aminoquinazolin-2-yl)piperidine-4-carboxylic acidYield 97.9%

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-ethoxycarbonylpiperidino)-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-210b1efed12b4ab39a3afe387827edc2
Source dataset
uspto-grants-1997_12
Patent number
US05693652

Linked notes

Loading…