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Hydrochloric Acid → HCID 21084006, 화합물

HRID 347922
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HRID 347922 반응식
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([N:16]3[C:21](=[O:22])[CH:20]=[CH:19][C:18]4[C:23]([C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[C:24](C(OCC)=O)[S:25][C:17]3=4)=[CH:12][CH:11]=2)[CH2:3][CH2:2]1.Cl>O1CCOCC1>[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([N:16]3[C:21](=[O:22])[CH:20]=[CH:19][C:18]4[C:23]([C:31]5[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=5)=[CH:24][S:25][C:17]3=4)=[CH:12][CH:11]=2)[CH2:5][CH2:6]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 21084060HCID 21084060, 화합물

생성물 1

HCID 21084006HCID 21084006, 화합물수율 94%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

The compound of Example 92 (91 mg, 0.18 mmol) was dissolved in dioxane (1 mL) and 4M HCl(aq) (1 mL) added and the mixture heated at reflux for 48 h. The reaction was partitioned between 2M NaOH(aq) and THF and the combined THF layers were dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by column chromatography (silica, 0–10% MeOH in EtOAc) to give the title compound as an off-white solid (73 mg, 94%). δH (CDCl3) 7.74 (1H, d, J 9.6 Hz), 7.33–7.28 (7H, m), 7.05–7.01 (2H, m), 6.75 (1H, s), 6.58 (1H, d, J 9.6 Hz), 4.12 (2H, t, J 5.7 Hz), 3.76–3.67 (4H), m), 2.78 (2H, t, J 5.7 Hz), 2.56–2.52 (4H, m). LCMS (ES+) RT 2.46 minutes, 433 (M+H)+.

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux for 48 h
  3. customThe reaction was partitioned between 2M NaOH(aq) and THF
  4. dry with materialthe combined THF layers were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe crude product was purified by column chromatography (silica, 0–10% MeOH in EtOAc)

출처 및 근거

ORD 기록
ord-8ddb5952add144a5841df3e9b301c950
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07176215B2

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