Hydrogen Bromide → 1,2,3,4-Tetrahydro-1,6-dimethyl-2,4-dioxo-3-(4-piperidinyl)quinazoline hydrobromide

HRID 617169Notes

Reaction equation

HRID 617169 reaction equation
C(OC([N:6]1[CH2:11][CH2:10][CH:9]([N:12]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH3:23])[CH:19]=3)[N:14]([CH3:24])[C:13]2=[O:25])[CH2:8][CH2:7]1)=O)C.[BrH:26]>>[BrH:26].[CH3:24][N:14]1[C:15]2[C:20](=[CH:19][C:18]([CH3:23])=[CH:17][CH:16]=2)[C:21](=[O:22])[N:12]([CH:9]2[CH2:10][CH2:11][NH:6][CH2:7][CH2:8]2)[C:13]1=[O:25]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 218512403-(1-Ethoxycarbonyl-4-piperidinyl)-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline2×

Product 1

HCID 218512221,2,3,4-Tetrahydro-1,6-dimethyl-2,4-dioxo-3-(4-piperidinyl)quinazoline hydrobromideYield 99%

Procedure

In 50 ml of 48% hydrobromic acid was dissolved 5.0 g (14.5 mmol) of 3-(1-ethoxycarbonyl-4-piperidinyl)-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline (Compound g) obtained in Reference Example 7, and the solution was heated under reflux for 1.5 hours. After evaporation of the solvent, ethanol was added to the residue. The precipitated crystals were collected by filtration to give 5.04 g (yield: 99%) of 1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxo-3-(4-piperidinyl)quinazoline hydrobromide as white crystals.

Workup

  1. customobtained in Reference Example 7
  2. temperaturethe solution was heated
  3. temperatureunder reflux for 1.5 hours
  4. customAfter evaporation of the solvent, ethanol
  5. additionwas added to the residue
  6. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-f2c78a35e9e84eefa38be07c0ff65a66
Source dataset
uspto-grants-1999_09
Patent number
US05948784

Reaction notes

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