Reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[N:8]1[C:16]2[CH2:15][CH2:14][NH:13][CH2:12][C:11]=2[S:10][C:9]=1[NH:17][C:18]([NH2:20])=[NH:19].C(=O)([O-])[O-].[Cs+].[Cs+].[OH-].[Na+]>CN(C)C=O>[CH2:2]([N:13]1[CH2:14][CH2:15][C:16]2[N:8]=[C:9]([NH:17][C:18]([NH2:20])=[NH:19])[S:10][C:11]=2[CH2:12]1)[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
1-bromohexane (0.11 mmol) is added to a suspension of N-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine-2-yl)-guanidine (0.1 mmol) and caesium carbonate (0.22 mmol) in dimethylformamide (0.3 ml) and the reaction mixture is stirred overnight at room temperature. After adding 2M caustic soda solution (1 ml) the mixture is extracted with ethyl acetate, the combined organic phases are dried over sodium sulphate and then concentrated by evaporation, the title compound being obtained in pure form.
Workup
- extractionis extracted with ethyl acetate
- dry with materialthe combined organic phases are dried over sodium sulphate
- concentrationconcentrated by evaporation
Sources & evidence
- ORD record
- ord-6b14da6e27204bad9338c2861405d99d
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07727979B2
Linked notes
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