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Hydrochloric Acid → HCID 68524880, 화합물

HRID 1836596
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HRID 1836596 반응식
[CH2:1]([N:8]1[CH2:20][C@H:19]2[C@:10](C(OCC)=O)([C:11](=[O:25])[N:12]3[CH2:24][CH2:23][CH2:22][O:21][C:14]4[CH:15]=[CH:16][CH:17]=[C:18]2[C:13]3=4)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1>[CH2:1]([N:8]1[CH2:20][C@H:19]2[C@H:10]([C:11](=[O:25])[N:12]3[CH2:24][CH2:23][CH2:22][O:21][C:14]4[CH:15]=[CH:16][CH:17]=[C:18]2[C:13]3=4)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 131724550HCID 131724550, 화합물

생성물 1

HCID 68524880HCID 68524880, 화합물수율 89%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

To absolution of (±)-cis ethyl 11-benzyl-9-oxo-6,7,10,11,12,12a-hexahydro-5H-[1,4]oxazepino[2,3,4-ij]pyrrolo[3,4-c]quinoline-9a(9H)-carboxylate (0.45 g, 1.11 mmol) in 20 mL of 1,4-dioxane was added 20 mL of 3N HCl and the resulting mixture was stirred at 100° C. for 24 h. The dioxane and most of the water was removed in vacuo, and the residue was basified with sat'd aq Na2CO3 and extracted with ethyl acetate. The layers were separated and the organics were washed with brine, dried (MgSO4), filtered through a pad of silica gel and concentrated to afford 0.33 g (89%) of the title compound of EXAMPLE 120 as an off-white powder. 1H NMR (CDCl3) δ: 7.41-7.27 (m, 5H), 6.97-6.81 (m, 3H), 4.60 (dt, 1H), 4.40 (ddd, 1H), 4.13 (ddd, 1H), 3.85-3.75 (m, 1H), 3.82 (broad s, 2H), 3.68-3.57 (m, 1H), 3.52-3.40 (m, 2H), 3.28-3.20 (m, 1H), 3.20-3.10 (m, 1H), 2.56 (t, 1H, J=9.9 Hz), 2.25-2.10 (m, 2H). LRMS (ES)+: 335.4 (M+H)+.

후처리

  1. customThe dioxane and most of the water was removed in vacuo
  2. extractionextracted with ethyl acetate
  3. customThe layers were separated
  4. washthe organics were washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered through a pad of silica gel
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-af4c5c8c7d5245f692ada08e4034d817
출처 데이터셋
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06777406B2

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