1-[1-(4-Chlorophenyl)cyclobutyl]-2-(3,4,5,6-tetrahydropyrimidin-2-ylthio)ethanone hydrobromide → 3-[1-(4-chlorophenyl)cyclobutyl]-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine hydrobromide
Reaction equation
[BrH:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:13](=O)[CH2:14][S:15][C:16]3[NH:21][CH2:20][CH2:19][CH2:18][N:17]=3)[CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1>C(O)(=O)C>[BrH:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:13]3[N:21]4[CH2:20][CH2:19][CH2:18][N:17]=[C:16]4[S:15][CH:14]=3)[CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1Participants
3
Procedure
A suspension of 1-[1-(4-chlorophenyl)cyclobutyl]-2-(3,4,5,6-tetrahydropyrimidin-2-ylthio)ethanone hydrobromide (3.4 g; prepared in a similar manner to that described above) in acetic acid (8.5 ml) was heated under reflux for 16 hours, then allowed to cool to ambient temperature. The solvent was removed in vacuo, the residue was triturated with ether (50 ml), and the resulting solid was collected by filtration, washed with ether (50 ml), and dried in vacuo at ambient temperature to give 3-[1-(4-chlorophenyl)cyclobutyl]-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine hydrobromide as a white solid (3.0 g), m.p. 256° C.
Workup
- customprepared in a similar manner to that
- temperaturewas heated
- temperatureunder reflux for 16 hours
- customThe solvent was removed in vacuo
- customthe residue was triturated with ether (50 ml)
- filtrationthe resulting solid was collected by filtration
- washwashed with ether (50 ml)
- customdried in vacuo at ambient temperature
Sources & evidence
- ORD record
- ord-4000103bff7e47a48666eea5e0a9d2f0
- Source dataset
- uspto-grants-2001_02
- Patent number
- US06187802B1
Reaction notes
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