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Hydrochloric Acid → 2-(1-Piperazinyl)-3-{2-[3-(4-morpholinylmethyl)phenoxy]ethoxy}pyrazine

HRID 353711
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HRID 353711 반응식
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:34]=[CH:35][CH:36]=2)[O:11][CH2:12][CH2:13][O:14][C:15]2[C:16]([N:21]3[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]3)=[N:17][CH:18]=[CH:19][N:20]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl>CCOCC>[N:21]1([C:16]2[C:15]([O:14][CH2:13][CH2:12][O:11][C:10]3[CH:34]=[CH:35][CH:36]=[C:8]([CH2:7][N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)[CH:9]=3)=[N:20][CH:19]=[CH:18][N:17]=2)[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 11271979tert-Butyl4-(3-{2-[3-(4-morpholinylmethyl)phenoxy]ethoxy}-2-pyrazinyl)-1-piperazinecarboxylate

생성물 1

HCID 101355682-(1-Piperazinyl)-3-{2-[3-(4-morpholinylmethyl)phenoxy]ethoxy}pyrazine수율 29%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

The product from step 4 above (54 mg, 0.1 1 mmol) was dissolved in dry ether (20 mL), stirred at room temperature and treated with hydrogen chloride in ether (˜6 M; 5 mL). The resulting white suspension was stirred for 2 h, then quickly filtered off. The hydrochloride salt (hygroscopic), was dissolved in water and neutralized with sodium carbonate. The free base was extracted into dichloromethane. The organic layers were dried magnesium sulfat, filtered, and concentrated in vacuo to furnish 13 mg (29%) of the title product as a pale yellow oil. LS/MS purity 100%. 1H NMR (CDCl3) δ 1.8 (b, 1H); 2.45 (m, 4H); 2.95 (m, 4H); 3.45 (s, 2H); 3.55 (m, 4H); 3.7 (m, 4H); 4.35 (t, 2H); 4.7 (t, 2H); 6.85 (d, 1H); 6.95 (m, 2H); 7.25 (t, 1H); 7.55 (s, 1H); 7.75 (s, 1H).

후처리

  1. stirringThe resulting white suspension was stirred for 2 h
  2. filtrationquickly filtered off
  3. dissolutionThe hydrochloride salt (hygroscopic), was dissolved in water and neutralized with sodium carbonate
  4. extractionThe free base was extracted into dichloromethane
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-be8ba8015f6646d0b561789cc27c4b7c
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06756377B2

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