Hydrochloric Acid → HCID 5329079, compound

HRID 430495Notes

Reaction equation

HRID 430495 reaction equation
[OH-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]([NH:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([NH:21][C:22](=[O:30])/[CH:23]=[CH:24]/[C:25]([O:27]CC)=[O:26])[CH:19]=3)[N:14]=[CH:13][N:12]=2)[CH:7]=[CH:8][CH:9]=1.Cl>C(O)C>[Br:3][C:4]1[CH:5]=[C:6]([NH:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([NH:21][C:22](=[O:30])/[CH:23]=[CH:24]/[C:25]([OH:27])=[O:26])[CH:19]=3)[N:14]=[CH:13][N:12]=2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 5329080HCID 5329080, compound

Product 1

HCID 5329079HCID 5329079, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 2.5 ml portion of 10 N aqueous sodium hydroxide was added to 2.3 g of 4-[[4-[(3-bromophenyl) amino]-6-quinazolinyl]amino]-4-oxo-(E)-2-butenoic acid ethyl ester (Example 5) in 25 ml of ethanol. After stirring for an hour, 2.1 ml of concentrated hydrochloric acid was added, and the reaction was stirred an additional 2 hours. The resulting solid was recrystallized from n-butanol to give 0.97 g of 4-[[4-[(3-Bromophenyl)amino]-6-quinazolinyl]amino]-4-oxo-(E)-2-butenoic acid: mass spectrum (m/e): M+H 413.

Workup

  1. stirringthe reaction was stirred an additional 2 hours
  2. customThe resulting solid was recrystallized from n-butanol

Sources & evidence

ORD record
ord-0e62bec6dde44b739ba040e4800b57df
Source dataset
uspto-grants-2001_11
Patent number
US06323209B1

Reaction notes

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