Sodium Hydroxide → 1-Cyclohexyl-3-ethyl-6-fluoro-1H-indazole

HRID 612846

反応式

HRID 612846 の反応式
Br.[CH:2]1([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([F:17])[CH:15]=3)[C:10]([CH2:18][CH3:19])=[N:9]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[OH-].[Na+]>C1(C)C=CC=CC=1>[CH:2]1([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([F:17])[CH:15]=3)[C:10]([CH2:18][CH3:19])=[N:9]2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 195967561-Cyclohexyl-3-ethyl-6-fluoro-1H-indazole hydrobromide

生成物 1

HCID 98596991-Cyclohexyl-3-ethyl-6-fluoro-1H-indazole収率 94%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To 1-cyclohexyl-3-ethyl-6-fluoro-1H-indazole hydrobromide (0.440 g, 1.34 mmol) was added 1N aqueous sodium hydroxide (10 mL) and toluene (10 mL). The biphasic mixture was stirred for one hour and the layers were separated. The aqueous layer was reextracted with toluene (10 mL), and the organic extracts were combined, dried over magnesium sulfate, and concentrated to 1-cyclohexyl-3-ethyl-6-fluoro-1H-indazole (0.310 g, 94% yield). 1H NMR (400 MHz, CDCl3) δ 1.33 (t, 3, J=7.7), 1.35-1.44 (m, 2), 1.47-1.96 (m, 8), 2.93 (q, 2, J=7.7), 4.14-4.22 (m, 1), 6.81 (dt, 1, J=8.9, 2.1), 6.99 (dd, 1, J=9.8, 2.1), 7.40 (ddd, 1, J=8.7, 5.2, 0.4). 13C NMR (100 MHz, CDCl3) δ 13.97, 20.53, 25.37, 25.84, 32.32, 58.18, 94.77, (d, J=27.4), 109.11 (d, J=26.0), 119.38, 121.75 (d, J=11.5), 139.89 (d, J=13.0), 146.61, 161.95 (d, J=242).

後処理

  1. customthe layers were separated
  2. dry with materialdried over magnesium sulfate

出典と根拠

ORDレコード
ord-f388348b64c540dc98e86d29911b918e
出典データセット
uspto-grants-1999_12
特許番号
US06005118

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