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Tetrahydrofuran → (6,6-Dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysen-12-yl)-morpholin-4-yl-methanone

HRID 513793
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인쇄 미리보기

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HRID 513793 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[C:8]1[CH:9]=[C:10]2[C:19](=[C:20]3[C:25]=1[CH:24]=[CH:23][CH:22]=[N:21]3)[NH:18][S:17](=[O:27])(=[O:26])[C:16]1[C:11]2=[CH:12][CH:13]=[CH:14][CH:15]=1.C1CCN2C(=NCCC2)CC1.C1C[O:42][CH2:41]C1>>[O:26]=[S:17]1(=[O:27])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]2[C:19](=[C:20]3[C:25](=[C:8]([C:41]([N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)=[O:42])[CH:9]=2)[CH:24]=[CH:23][CH:22]=[N:21]3)[NH:18]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 8028TetrahydrofuranHCID 8083MorpholineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 1675994412-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

생성물 1

HCID 68183198(6,6-Dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysen-12-yl)-morpholin-4-yl-methanone수율 6%

반응 조건

온도
150 °C

실험 절차

Morpholine was added to a suspension of 12-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 545 (100 mg, 0.28 mmol), Hermann's palladacycle (13 mg, 14 μmol), Mo(CO)6 (73 mg, 0.28 mmol), DBU (126 mg, 0.83 mmol) and THF (2 ml) in a microwave vessel. The vessel was sealed under air and the mixture was heated in the microwave at 150° C. for 15 min. After cooling, the mixture was concentrated in vacuo. The residue was diluted with MeOH (2 ml), filtered and the filtrate was purified by preparative HPLC (acidic conditions 1) to give the title compound (6 mg, 6%).

후처리

  1. customThe vessel was sealed under air
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated in vacuo
  4. additionThe residue was diluted with MeOH (2 ml)
  5. filtrationfiltered
  6. customthe filtrate was purified by preparative HPLC (acidic conditions 1)

출처 및 근거

ORD 기록
ord-8477ea60869d417f8b7dfe3ed7fe0dcd
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09102688B2

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