but-3-yn-1-amine

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:55.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Add triethylamine (0.85 mL; 2.0 equiv; 6.13 mmoles) followed by 1-amino-3-butyne (0.38 mL; 1.5 equiv; 4.59 mmoles) to a solution of 2-chloro-1-[2-(2,3-dihydro-1H-inden-2-ylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]ethanone (1.05 g; 1.0 equiv; 3.06 mmoles) in tetrahydrofuran (10.2 mL), and heat to 55° C. for 16 hours, then concentrate and use the 2-(but-3-ynylamino)-1-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]ethanone directly in the next step: MS (m/z): 376(M+1). concentrate

Conditions: temp:55.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Add triethylamine (0.85 mL; 2.0 equiv; 6.13 mmoles) followed by 1-amino-3-butyne (0.38 mL; 1.5 equiv; 4.59 mmoles) to a solution of 2-chloro-1-[2-(2,3-dihydro-1H-inden-2-ylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]ethanone (1.05 g; 1.0 equiv; 3.06 mmoles) in tetrahydrofuran (10.2 mL), and heat to 55° C. for 16 hours, then concentrate and use the 2-(but-3-ynylamino)-1-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]ethanone directly in the next step: MS (m/z): 376(M+1). concentrate

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

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

Procedure: Add chloroethyl isocyanate (5.25 g, 50 mmol) dropwise to a solution of but3-ynyl-amine (3.4 g, 50 mmol) (prepared by following the procedure described in Tetrahedron Lett. 1987, 43, 5145) in ethyl ether (100 mL). Stir the suspension for 30 min and filter the solid to obtain the desired intermediate (8.7 g, 100%). prepared filter the solid

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

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

Conditions: temp:55.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Add triethylamine (0.85 mL; 2.0 equiv; 6.13 mmoles) followed by 1-amino-3-butyne (0.38 mL; 1.5 equiv; 4.59 mmoles) to a solution of 2-chloro-1-[2-(2,3-dihydro-1H-inden-2-ylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]ethanone (1.05 g; 1.0 equiv; 3.06 mmoles) in tetrahydrofuran (10.2 mL), and heat to 55° C. for 16 hours, then concentrate and use the 2-(but-3-ynylamino)-1-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]ethanone directly in the next step: MS (m/z): 376(M+1). concentrate