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Water → (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione

HRID 223333
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HRID 223333 반응식
[Cl:1][C:2]1[C:3]([F:14])=[CH:4][CH:5]=[C:6]2[NH:12][C:11](=[O:13])[O:10][C:8](=O)[C:7]=12.[NH:15]1[CH2:22][CH2:21][CH2:20][C@H:16]1C(O)=O.O>CN(C)C=O>[Cl:1][C:2]1[C:7]2[C:8](=[O:10])[N:15]3[CH2:22][CH2:21][CH2:20][C@H:16]3[C:11](=[O:13])[NH:12][C:6]=2[CH:5]=[CH:4][C:3]=1[F:14]
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참가 물질

5

반응물 3

HCID 962WaterHCID 145742L-ProlineHCID 536626896-Chloro-5-fluoroisatoic acid anhydride

생성물 1

HCID 11277204(S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3.3 g (0.015 mol) of 6-chloro-5-fluoroisatoic acid anhydride and 2 g (0.017 mol) of L-proline in 7.5 ml of dimethylformamide are heated to 120° for 2 hours, cooled, treated with 12 ml of distilled water and the precipitated brown crystals are filtered off. By recrystallization of the crude product from acetone/hexane there is obtained (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione of melting point 217°-219°.

후처리

  1. temperaturecooled
  2. filtrationthe precipitated brown crystals are filtered off
  3. customBy recrystallization of the crude product from acetone/hexane there

출처 및 근거

ORD 기록
ord-bb64cd5fdbdb4a38b3214e1e3852c099
출처 데이터셋
uspto-grants-1982_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04353827

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