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

HRID 353711
ノート
印刷プレビュー

反応式

HRID 353711 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-be8ba8015f6646d0b561789cc27c4b7c
出典データセット
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06756377B2

反応ノート

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