تفاعل #156846

معادلة التفاعل

(R)-3-(hydroxymethyl)-6a,7,9,10-tetrahydropyrido[3,2-e][1,4]thiazino[4,3-a]pyrazin-6(5H)-one

(cyanomethyl)trimethylphosphonium iodide

DIPEA

ethyl 4-(piperazin-1-yl)benzoate

→

title compound

المردود 82.0%

(R)-ethyl 4-(4-((6-oxo-5,6,6a,7,9,10-hexahydropyrido[3,2-e][1,4]thiazino[4,3-a]pyrazin-3-yl)methyl)piperazin-1-yl)benzoate

المردود 82.0%

المذيبات

EtOH

water

propiononitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was then cooled to room temperature
2. 2
   ترشيحfiltered
3. 3
   ترشيحThe precipitate was filtered off
4. 4
   أخرىdried in vacuum

الإجراء التجريبي

To a suspension of (R)-3-(hydroxymethyl)-6a,7,9,10-tetrahydropyrido[3,2-e][1,4]thiazino[4,3-a]pyrazin-6(5H)-one (333 mg, 1.325 mmol) in propiononitrile (3313 μl) was added (cyanomethyl)trimethylphosphonium iodide (386 mg, 1.590 mmol) and DIPEA (694 μl, 3.98 mmol) and finally ethyl 4-(piperazin-1-yl)benzoate (310 mg, 1.325 mmol). The vial was heated to 90° C. for 12 hours. The reaction was then cooled to room temperature, diluted with EtOH (8 ml) and water (1 mL), then filtered. The precipitate was filtered off and dried in vacuum to afford the title compound 508 mg, 82%) as a white solid. [M+H] calc'd for C24H29N5O3S, 468; found, 468.

المصدر