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PREPARATION 3phenylmethyl 4-chloro-1 ,5,7,8-tetrahydro-6/-/-pyrido[3',4':4,5]pyrrolo[2,3-c/]pyricarboxylateStep 1 . phenylmethyl 4-[(6-oxo-1 ,6-dihydro-4-pyrimidinyl)hydrazono]-1- piperidinecarboxylateA suspension of 6-hydrazino-4(1 H)-pyrimidinone (0.966 g, 7.66 mmol) in ethanol(20 mL) and phenylmethyl 4-oxo-1 -piperidinecarboxylate (2.68 g, 1 1 .49 mmol) were heated in a 76 C oil bath for 3 hours. The reaction mixture was cooled in an ice-water bath before the solids were collected by filtration and dried under high vacuum over night to afford phenylmethyl 4-[(6-oxo-1 ,6-dihydro-4-pyrimidinyl)hydrazono]-1- piperidinecarboxylate (1 .53 g, 58%) as white solid MS (m/z) 342.1 (M+H)+
6-(2-cyclohexylidenehydrazino)pyrimidin-4-ol[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
86%
In ethanol; for 1.5h;Reflux;
Example 1c 6-(2-Cyclohexylidenehydrazino)pyrimidin-4-ol A mixture comprising 240 mg (1.90 mmol) <strong>[29939-37-5]6-hydrazinopyrimidin-4-ol</strong>/6- hydrazinopyrimidin-4(1 H)-one (CAS-No: 29939-37-5), 280 mg cyclohexanone and 3.88 mL ethanol was heated under reflux for 1.5h. After cooling to 3C, the precipitated solid was filtered off and washed with diethyl ether to give 354.1 mg (86%) of the title compound.
A mixture comprising 5.0 g (39.6 mmol) <strong>[29939-37-5]6-hydrazinopyrimidin-4-ol</strong>/6- hydrazinopyrimidin-4(1 H)-one (CAS-No: 29939-37-5), 5.12 g pentan-3-one and 80.8 mL ethanol was heated under reflux for 2 hours. After cooling to 3C, the precipitated solid was filtered off and washed with diethyl ether to give 5.82 g (72%) of the title compound.
72%
In ethanol; for 2.0h;Reflux;
A mixture comprising 5.0 g (39.6 mmol) <strong>[29939-37-5]6-hydrazinopyrimidin-4-ol</strong>/<strong>[29939-37-5]6-hydrazinopyrimidin-4(1H)-one</strong> (CAS-No: 29939-37-5), 5.12 g pentan-3-one and 80.8 ml ethanol was heated under reflux for 2 hours. After cooling to 3 C, the precipitated solid was filtered off and washed with diethyl ether to give 5.82 g (72%) of the title compound.
72%
In ethanol; for 2.0h;Reflux;
A mixture comprising 5.0 g (39.6 mmol) <strong>[29939-37-5]6-hydrazinopyrimidin-4-ol</strong>/6-hydrazinopyrimidin- 4(1 H)-one (CAS-No: 29939-37-5), 5.12 g pentan-3-one and 80.8 mL ethanol was heated under reflux for 2 hours. After cooling to 3C, the precipitated solid was filtered off and washed with diethyl ether to give 5.82 g (72%) of the title compound
ethyl 4-[(6-hydroxypyrimidin-4-yl)hydrazono]cyclohexanecarboxylate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
72%
In ethanol; for 1.5h;Reflux;
A mixture comprising 4.29 g (34.0 mmol) <strong>[29939-37-5]6-hydrazinopyrimidin-4-ol</strong>/6-hydrazinopyrimidin- 4(1 H)-one (CAS-No: 29939-37-5), 8.69 g ethyl 4-oxocyclohexanecarboxylate and 69 ml_ ethanol was heated under reflux for 1 .5h. After cooling to 3C, the precipitated solid was filtered off and washed with diethyl ether to give 6.83 g (72%) of the title compound
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