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

HRID 612845

반응식

HRID 612845 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 1140Toluene용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-fed40ac23c3946a6a8c006aa62457446
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06005118

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