Hydrogen Bromide → 1-Cyclohexyl-3-ethyl-6-fluoro-1H-indazole hydrobromide

HRID 612845

反応式

HRID 612845 の反応式
[CH:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([F:16])[CH:14]=3)[C:9]([CH2:17][CH3:18])=[N:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[BrH:19]>C1(C)C=CC=CC=1.C(O)(=O)C>[BrH:19].[CH:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([F:16])[CH:14]=3)[C:9]([CH2:17][CH3:18])=[N:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

5

反応物 2

HCID 260Hydrogen BromideHCID 98596991-Cyclohexyl-3-ethyl-6-fluoro-1H-indazole

生成物 1

HCID 195967561-Cyclohexyl-3-ethyl-6-fluoro-1H-indazole hydrobromide収率 55%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 1140Toluene溶媒

実験手順

1-Cyclohexyl-3-ethyl-6-fluoro-1H-indazole (2.00 g, 8.12 mmol) was dissolved in toluene (20 mL) and to the solution was added hydrobromic acid (1.62 mL of a 30% solution in acetic acid). The solution was stirred at room temperature 30 minutes and concentrated to low volume. Ethyl acetate (10 mL) was added, the solids were filtered and washed with additional ethyl acetate (10 mL) to provide 1-cyclohexyl-3-ethyl-6-fluoro-1H-indazole hydrobromide (1.46 g, 55% yield) as an orange solid. 1H NMR (400 MHz, DMSO-d6) δ 1.22 (t, 3, J=7.7), 1.38-1.45 (m, 2), 1.60-1.83 (m, 8), 2.83 (q, 2, J=7.7), 4.36-4.43 (m, 1), 6.85-6.90 (m, 1), 7.47 (dd, 1, J=10.3, 1.7), 7.68 (dd, 1, J=8.8, 5.3). 13C NMR (100 MHz, DMSO-d6) δ 13.98, 20.26, 25.44, 25.49, 32.52, 56.80, 95.64 (d, J=27.5), 109.32 (d, J=26.0), 119.23, 122.38 (d, J=11.5), 140.02 (d, J=13.0), 146.11, 161.795 (d, J=241).

後処理

  1. concentrationconcentrated to low volume
  2. additionEthyl acetate (10 mL) was added
  3. filtrationthe solids were filtered
  4. washwashed with additional ethyl acetate (10 mL)

出典と根拠

ORDレコード
ord-fed40ac23c3946a6a8c006aa62457446
出典データセット
uspto-grants-1999_12
特許番号
US06005118

関連ノート

読み込み中…