反应 #657345

反应方程式

Et3N

methyl[(3S)-5-(4-chlorophenyl)-7-(methyloxy)-2-thioxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]acetate

AcCl

hydrazine monohydrate

→

crude title compound

收率 100.0%

Methyl[(3S)-2-[2-acetylhydrazino]-5-(4-chlorophenyl)-7-(methyloxy)-3H-1,4-benzodiazepin-3-yl]acetate

收率 100.0%

溶剂

THF

反应条件

后处理

1. 1
   其他at 0° C.
2. 2
   温度to warm to RT
3. 3
   workup.STIRRINGstir for 1 h
4. 4
   其他then quenched with water
5. 5
   浓缩concentrated under reduced pressure
6. 6
   萃取The resulting aqueous layer was then extracted with DCM
7. 7
   干燥the organic layer was dried over Na2SO4
8. 8
   过滤filtered
9. 9
   浓缩concentrated in vacuo

实验过程

To a suspension of methyl[(3S)-5-(4-chlorophenyl)-7-(methyloxy)-2-thioxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]acetate (for a preparation see Intermediate 4) (30.2 g, 77.7 mmol) in THF (800 mL) at 0° C. was added hydrazine monohydrate (11.3 mL, 233 mmol) dropwise. The reaction mixture was stirred for 4 h between 0° C. and 15° C. before being cooled at 0° C. Et3N (32.4 mL, 230 mmol) was then added slowly and AcCl (16.3 mL, 230 mmol) was added dropwise. The mixture was allowed to warm to RT and stir for 1 h then quenched with water and concentrated under reduced pressure. The resulting aqueous layer was then extracted with DCM and the organic layer was dried over Na2SO4, filtered and concentrated in vacuo to give the crude title compound (34 g, 100% yield) which was used without further purification. LC/MS: m/z 429 [M(35Cl)+H]+, Rt 2.83 min.

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