Hydrochloric Acid → 2-(4-Carboxypiperidino)-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline

HRID 2392898Notes

Reaction equation

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

Participants

Conditions

Temperature: 50 °C

Procedure

20 ml of ethanol and 2.0 ml of a 1N aqueous solution of sodium hydroxide were added to 318 mg of 2-(4-ethoxycarbonylpiperidino)-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline. The obtained mixture was stirred at 50° C. for 30 minutes and neutralized with 1N hydrochloric acid. The crystal thus precipitated was recovered by filtration and purified by silica gel column chromatography (chloroform/methanol) to give 116 mg of the title compound.

Workup

customThe crystal thus precipitated
filtrationwas recovered by filtration
custompurified by silica gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record: ord-e51c86a42d194877b797ff7eac42454c
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05801180

Reaction notes

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