反応 #156780

反応方程式

N,N-diisopropylethylamine

(S)-3-(hydroxymethyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one

N-cyclopropyl-4-(piperazin-1-yl)benzamide

(cyanomethyl)trimethylphosphonium iodide

→

(S)—N-cyclopropyl-4-(4-((6-oxo-5,6,6a,7,8,9-hexahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-3-yl)methyl)piperazin-1-yl)benzamide

溶媒

propionitrile

反応条件

後処理

1. 1
   温度It was cooled to room temperature
2. 2
   濃縮concentrated in vacuo
3. 3
   workup.DISSOLUTIONdissolved in DMSO (2 mL)
4. 4
   その他purified
5. 5
   濃縮The fractions were concentrated in vacuo
6. 6
   その他the resulting solid was recrystallized from water-MeOH (1:1, 15 mL)
7. 7
   洗浄from MeOH:EtOH:water (1:1:1, 10 mL), washed with water (3 mL)
8. 8
   その他dried in vacuum
9. 9
   その他to give a light green solid

実験手順

(S)-3-(hydroxymethyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (300 mg, 1.368 mmol), N-cyclopropyl-4-(piperazin-1-yl)benzamide (336 mg, 1.368 mmol), (cyanomethyl)trimethylphosphonium iodide (499 mg, 2.053 mmol) and N,N-diisopropylethylamine (1195 μl, 6.84 mmol) were suspended in propionitrile (Volume: 4109 μl) and heated in a closed vial at 120° C. for 2 h. The reaction mixture became a dark brown solution. It was cooled to room temperature, concentrated in vacuo, dissolved in DMSO (2 mL) and purified using HPLC (NH4HCO3 buffered, 20-70% ACN in water). The fractions were concentrated in vacuo and the resulting solid was recrystallized from water-MeOH (1:1, 15 mL), and then from MeOH:EtOH:water (1:1:1, 10 mL), washed with water (3 mL) and dried in vacuum to give a light green solid.

出典