Hydrogen Bromide → HCID 19087649, compound

HRID 1464288Notes

Reaction equation

HRID 1464288 reaction equation
[C:1]1([C:7]2[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]3[C:26]4[C:21](=[CH:22][CH:23]=[C:24]([O:27]C)[CH:25]=4)[C:20](=[O:29])[NH:19][C:18]3=[O:30])[CH2:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BrH:31]>C(O)(=O)C>[BrH:31].[C:1]1([C:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]3[C:26]4[C:21](=[CH:22][CH:23]=[C:24]([OH:27])[CH:25]=4)[C:20](=[O:29])[NH:19][C:18]3=[O:30])[CH2:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 19087698HCID 19087698, compound

Product 1

HCID 19087649HCID 19087649, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-7-methoxy-2,4(1H,3H)-quinazolinedione (300 mg) and 47% hydrobromic acid (3.8 ml) in acetic acid (6 ml) was refluxed for 24 hours. After dilution with water, precipitates were collected. A crude crystalline material was recrystallized from ethanol to give 1-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-7-hydroxy-2,4(1H,3H)-quinazolinedione hydrobromide (140 mg).

Workup

  1. temperaturewas refluxed for 24 hours
  2. customAfter dilution with water, precipitates
  3. customwere collected
  4. customA crude crystalline material was recrystallized from ethanol

Sources & evidence

ORD record
ord-315624e9b7124f2ea96d46e6d9e5a4aa
Source dataset
uspto-grants-1994_04
Patent number
US05304560

Reaction notes

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