Hydrochloric Acid → HCID 22707517, compound

HRID 993167Notes

Reaction equation

HRID 993167 reaction equation
C[O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([C:9]([N:15]3[CH2:20][CH2:19][N:18]([C:21]([NH:23][C:24]4[CH:29]=[CH:28][C:27]([O:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:26][CH:25]=4)=[O:22])[CH2:17][CH2:16]3)=[N:10][CH:11]=[N:12]2)=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+].Cl>CO>[C:3]([C:5]1[CH:14]=[C:13]2[C:8]([C:9]([N:15]3[CH2:16][CH2:17][N:18]([C:21]([NH:23][C:24]4[CH:29]=[CH:28][C:27]([O:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:26][CH:25]=4)=[O:22])[CH2:19][CH2:20]3)=[N:10][CH:11]=[N:12]2)=[CH:7][CH:6]=1)([OH:4])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22707384HCID 22707384, compound

Product 1

HCID 22707517HCID 22707517, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 1.50 g (3.11 mmol) of 4-(7-methoxycarbonyl-4-quinazolinyl)-N-(4-phenoxyphenyl)-1-piperazinecarboxamide obtained in Example 323 in 20 ml of methanol was added 20 ml of a 1 N aqueous solution of sodium hydroxide, followed by heating at 50° C. with stirring for 3.5 hours. After the mixture was made acidic with concentrated hydrochloric acid, the precipitated crystals were collected by filtration, washed with ethanol and then with chloroform, and recrystallized from methanol to give the desired compound as colorless crystals.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washwashed with ethanol
  3. customwith chloroform, and recrystallized from methanol

Sources & evidence

ORD record
ord-e3e875bf47a14ad583dc9f7e2166c098
Source dataset
uspto-grants-2002_10
Patent number
US06472391B2

Reaction notes

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