1-prop-2-enylpiperazine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-(4'-Allyl-piperazino)-5-oxo-6-carbethoxy-8-ethyl-5,8 -dihydro-pyrido(2,3-d)pyrimidine is prepared, in a yield of 79%, by condensing 2-chloro-5-oxo-6-carbethoxy-8-ethyl-5,8 -dihydro-pyrido(2,3-d)pyrimidine with 1-allyl-piperazine, as indicated in the preceding Examples. It is a solid which melts in two stages; melting point 131° C., solidification, followed by melting point 143° C. [after recrystallisation from a mixture of benzene (1 volume) and isopropyl ether (1 volume)]. Analysis for C19H25N5O3 (molecular weight 371.43); Calculated % C 61.44, H 6.78, N 18.86; Found % C 61.10, H 6.75, N 18.75. after recrystallisation from a mixture of benzene (1 volume) and isopropyl ether (1 volume)]

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-(4'-Allyl-piperazino)-5-oxo-6-carbethoxy-8-ethyl-5,8 -dihydro-pyrido(2,3-d)pyrimidine is prepared, in a yield of 79%, by condensing 2-chloro-5-oxo-6-carbethoxy-8-ethyl-5,8 -dihydro-pyrido(2,3-d)pyrimidine with 1-allyl-piperazine, as indicated in the preceding Examples. It is a solid which melts in two stages; melting point 131° C., solidification, followed by melting point 143° C. [after recrystallisation from a mixture of benzene (1 volume) and isopropyl ether (1 volume)]. Analysis for C19H25N5O3 (molecular weight 371.43); Calculated % C 61.44, H 6.78, N 18.86; Found % C 61.10, H 6.75, N 18.75. after recrystallisation from a mixture of benzene (1 volume) and isopropyl ether (1 volume)]

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 118 (0.033 g, 0.0779 mmol) and 3-hydroxypyrrolidine with 1-allylpiperazine. A yellow solid 136 was obtained (0.037 g, 73%). 1H-NMR (CDCl3, 400 MHz) δ 2.10-2.55 (br m, 6H), 3.24-3.45 (br m, 2H), 3.7 (d, J=7.0 Hz, 2H), 4.06-4.20 (br, 2H), 4.28-4.34 (m, 4H), 5.54 (d, J=7.2 Hz, 1H), 5.61 (d, J=10.2 Hz, 1H), 6.06 (m, 1H), 6.88 (s, 1H), 6.94 (d, J=8.4 Hz, 1H), 7.02-7.06 (m, 2H), 7.09 (d, J=1.9 Hz, 1H), 7.13 (d, J=8.1 Hz, 1H), 7.52 (d, J=8.1 Hz, 1H), 7.82 (s, 1H), 8.26 (d, J=5.9 Hz, 1H); MS (APCI) m/z 514 (M+H)+.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 118 (0.033 g, 0.0779 mmol) and 3-hydroxypyrrolidine with 1-allylpiperazine. A yellow solid 136 was obtained (0.037 g, 73%). 1H-NMR (CDCl3, 400 MHz) δ 2.10-2.55 (br m, 6H), 3.24-3.45 (br m, 2H), 3.7 (d, J=7.0 Hz, 2H), 4.06-4.20 (br, 2H), 4.28-4.34 (m, 4H), 5.54 (d, J=7.2 Hz, 1H), 5.61 (d, J=10.2 Hz, 1H), 6.06 (m, 1H), 6.88 (s, 1H), 6.94 (d, J=8.4 Hz, 1H), 7.02-7.06 (m, 2H), 7.09 (d, J=1.9 Hz, 1H), 7.13 (d, J=8.1 Hz, 1H), 7.52 (d, J=8.1 Hz, 1H), 7.82 (s, 1H), 8.26 (d, J=5.9 Hz, 1H); MS (APCI) m/z 514 (M+H)+.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-(2-propenyl)piperazine (6.6 g) and ethyl 2-propenoate (11.3 ml) in ethanol (100 ml) was stirred and refluxed for 1 hour 30 minutes. The solvent was evaporated, yielding 9.6 g (80%) of ethyl 4-(2-propenyl)- 1-piperazine-propanoate (interm. 1). refluxed for 1 hour 30 minutes The solvent was evaporated