Triethylamine → 3-bromo-7-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine
反応式
[Br:1][C:2]1[CH:3]=[N+:4]([O-])[C:5]2[CH2:6][CH2:7][CH2:8][C:9]=2[CH:10]=1.O=P(Cl)(Cl)[Cl:14].C(N(CC)CC)C>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]([Cl:14])[CH2:7][CH2:8][C:9]=2[CH:10]=1参加物
5
実験手順
To a solution of 3-bromo-6,7-dihydro-5H-[1]pyrindine N-Oxide (250 mg, 1.17 mM) in 3 mL of CH2Cl2 at room temperature was added POCl3 (0.131 mL, 1.4 mM) and triethylamine (0.202 mL, 1.4 mM). The reaction was stirred at room temperature for 2 hours then was extracted from saturated NaHCO3 solution into ethyl acetate, washed with saturated NaCl, dried over MgSO4, filtered, and concentrated to dryness. The product was used crude in the next step. 1H NMR (CDCl3): d 8.60 (s, 1 H), 7.80 (s, 1 H), 5.40 (d, 1 H), 3.00 (m, 2 H), 2.20 (m, 2 H)
後処理
- extractionthen was extracted from saturated NaHCO3 solution into ethyl acetate
- washwashed with saturated NaCl
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated to dryness
出典と根拠
- ORDレコード
- ord-808d67f9156c4dc2916c1831155253bd
- 出典データセット
- uspto-grants-1994_08
- 特許番号
- US05338740
反応ノート
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