Hydrochloric Acid → HCID 22069318, compound

HRID 1384919Notes

Reaction equation

HRID 1384919 reaction equation
[OH-].[Na+].C([O:5][C:6]([CH2:8][CH2:9][CH2:10][N:11]([C:14]1[N:23]=[C:22]([NH:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29]3[O:32][CH2:33][O:34][C:28]=3[CH:27]=2)[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([C:35]#[N:36])[CH:20]=2)[N:15]=1)OC)=[O:7])C.Cl.[CH2:38](O)C>>[C:6]([CH2:8][CH2:9][CH2:10][N:11]([C:14]1[N:23]=[C:22]([NH:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29]3[O:32][CH2:33][O:34][C:28]=3[CH:27]=2)[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([C:35]#[N:36])[CH:20]=2)[N:15]=1)[CH3:38])([OH:5])=[O:7]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 21183977HCID 21183977, compound

Product 1

HCID 22069318HCID 22069318, compound

Conditions

Temperature
50 °C

Procedure

20 ml of ethanol and 2.61 ml of a 1N aqueous solution of sodium hydroxide were added to 389 mg of 2-[N-(3-ethoxycarbonylpropyl)-N-methoxyamino]-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline. The obtained mixture was stirred at room temperature for 4 hours and at 50° C. for 10 minutes and neutralized with 1N hydrochloric acid. The crystals precipitated were recovered by filtration, purified by silica gel column chromatography (chloroform/methanol) and recrystallized from ethanol/acetone/water to give 305 mg of the title compound.

Workup

  1. customThe crystals precipitated
  2. filtrationwere recovered by filtration
  3. custompurified by silica gel column chromatography (chloroform/methanol)
  4. customrecrystallized from ethanol/acetone/water

Sources & evidence

ORD record
ord-fd6b5d0c6faa49ea83166f4612c312bd
Source dataset
uspto-grants-2001_07
Patent number
US06262059B1

Reaction notes

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