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2-nitro-4-tert-butyl-N-(2-oxo-ethyl)-benzamide → 8-tert-Butyl-2-methoxy-1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-one

HRID 1879671
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HRID 1879671 반응식
[N+:1]([C:4]1[CH:15]=[C:14]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:13]=[CH:12][C:5]=1[C:6]([NH:8][CH2:9][CH:10]=[O:11])=[O:7])([O-])=O.[C:20](C1C=CC2C(=O)NCC=NC=2C=1)(C)(C)C>CO.[Pd]>[C:16]([C:14]1[CH:13]=[CH:12][C:5]2[C:6](=[O:7])[NH:8][CH2:9][CH:10]([O:11][CH3:20])[NH:1][C:4]=2[CH:15]=1)([CH3:19])([CH3:18])[CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 595485272-nitro-4-tert-butyl-N-(2-oxo-ethyl)-benzamideHCID 667720198-tert-Butyl-3,4-dihydro-benzo[e][1,4]diazepin-5-one

생성물 1

HCID 595485398-tert-Butyl-2-methoxy-1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매2회

실험 절차

70 mg 10 wt % Pd on carbon was wetted with a small amount of methanol under argon. To this was added 717 mg (3 mmol) 2-nitro-4-tert-butyl-N-(2-oxo-ethyl)-benzamide dissolved in 20 mL methanol. The flask was evacuated and the atmosphere replaced with hydrogen gas using a balloon as ballast, and the mixture was hydrogenated for 3 hours. The reaction was filtered through celite under argon, the celite washed with ethyl acetate. Solvent was removed under vacuum to give a solid. NMR and LC/MS shows this to be a mixture of the title compound and 8-tert-Butyl-3,4-dihydro-benzo[e][1,4]diazepin-5-one as a one to one mixture, which was used without purification.

후처리

  1. customThe flask was evacuated
  2. filtrationThe reaction was filtered through celite under argon
  3. washthe celite washed with ethyl acetate
  4. customSolvent was removed under vacuum
  5. customto give a solid

출처 및 근거

ORD 기록
ord-eff5da4c4f2f45f6a6d0eb62fe26d7aa
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318719B2

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