Methanol → 9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine

HRID 3542노트

반응식

HRID 3542 반응식
O=[C:2]1[NH:8][C:7]2[S:9][CH:10]=[CH:11][C:6]=2[CH2:5][N:4]2[CH:12]=[CH:13][CH:14]=[C:3]12.[B].CSC.CO>O1CCCC1>[S:9]1[C:7]2[NH:8][CH2:2][C:3]3[N:4]([CH:12]=[CH:13][CH:14]=3)[CH2:5][C:6]=2[CH:11]=[CH:10]1

참가 물질

5

반응물 3

HCID 887MethanolHCID 9833925Boron, trihydro(thiobis(methane))-, (T-4)-HCID 110418649-oxo-9,10-dihydro-4H-pyrrolo[1,2-a]-thieno[2,3-e][1,4]diazepine

생성물 1

HCID 218371599,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a mixture of 7.0 g of 9-oxo-9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepin in 25 ml of anhydrous tetrahydrofuran is added 9 ml of 10 molar boron-dimethylsulfide in tetrahydrofuran. The mixture is refluxed for 6 hours. The solution is cooled to room temperature and 25 ml of methanol added dropwise. The volatiles are removed under vacuum. To the residue is added 100 ml of 2N NaOH. The mixture is refluxed 5 hours and filtered. The solid is extracted with dichloromethane and the extract is washed with 2N citric acid, water and dried (Na2SO4). The solvent is removed in vacuo to give the desired product as a solid.

후처리

  1. temperatureThe mixture is refluxed for 6 hours
  2. customThe volatiles are removed under vacuum
  3. additionTo the residue is added 100 ml of 2N NaOH
  4. temperatureThe mixture is refluxed 5 hours
  5. filtrationfiltered
  6. extractionThe solid is extracted with dichloromethane
  7. washthe extract is washed with 2N citric acid, water
  8. dry with materialdried (Na2SO4)
  9. customThe solvent is removed in vacuo

출처 및 근거

ORD 기록
ord-32fd6db828ef4aec857d090e69d7e31b
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733905

반응 노트

불러오는 중…