2-Bromopropane → 5-iodo-1-isopropyl-1H-indazole

HRID 1098920

반응식

HRID 1098920 반응식
[I:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2.[CH:11](Br)([CH3:13])[CH3:12].[CH3:15][C:16]([O-])(C)[CH3:17].[K+].C(OCC)(=O)C>CN(C=O)C>[I:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH:11]([CH3:13])[CH3:12])[N:6]=[CH:5]2.[I:1][C:2]1[CH:10]=[CH:9][C:8]2[C:4](=[CH:5][N:6]([CH:16]([CH3:17])[CH3:15])[N:7]=2)[CH:3]=1

참가 물질

7

반응물 4

HCID 63582-BromopropaneHCID 8857Ethyl AcetateHCID 218947395-Iodo-1H-indazoleHCID 23665647Potassium tert-butoxide

생성물 2

HCID 593398645-iodo-1-isopropyl-1H-indazole수율 52%HCID 666878755-iodo-2-isopropyl-2H-indazole수율 40%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 5-iodo-1H-indazole (488 mg, 2 mmol), isopropyl bromide (244 mg, 2 mmol), and KOtBu (336 mg, 3 mmol) in dry DMF (4 ml) was stirred at r.t. overnight. Then it was dilated with ethyl acetate (50 ml), washed with water (2×50 ml), and dried with Na2SO4. Evaporation of solvent and purification by flash chromatography on silica gel (n-heptane/ethyl acetate) afforded the subtitle compound (298 mg, 52%) along with 5-iodo-2-isopropyl-2H-indazole (227 mg, 40%).

후처리

  1. washwashed with water (2×50 ml)
  2. dry with materialdried with Na2SO4
  3. customEvaporation of solvent and purification by flash chromatography on silica gel (n-heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-5274a12fa67a4c8f83957167be33cf80
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143290B2

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