تفاعل #657345

معادلة التفاعل

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

المردود 100.0%

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

المردود 100.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىat 0° C.
2. 2
   درجة الحرارةto warm to RT
3. 3
   workup.STIRRINGstir for 1 h
4. 4
   أخرىthen quenched with water
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   استخلاصThe resulting aqueous layer was then extracted with DCM
7. 7
   تجفيفthe organic layer was dried over Na2SO4
8. 8
   ترشيحfiltered
9. 9
   تركيزconcentrated in vacuo

الإجراء التجريبي

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.

المصدر