Ethyl Acetate → methyl [3-(6-fluoro-3-iodo-1H-indazol-1-yl)propyl]carbamate

HRID 922463노트

반응식

HRID 922463 반응식
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([I:11])=[N:7][NH:8]2)=[CH:4][CH:3]=1.Br[CH2:13][CH2:14][CH2:15][NH:16][C:17](=[O:20])[O:18][CH3:19].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C)C=O>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([I:11])=[N:7][N:8]2[CH2:13][CH2:14][CH2:15][NH:16][C:17](=[O:20])[O:18][CH3:19])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 254236Methyl(3-bromopropyl)carbamateHCID 178505447HCID 178505447, 화합물

생성물 1

HCID 68308666methyl [3-(6-fluoro-3-iodo-1H-indazol-1-yl)propyl]carbamate수율 38.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

to a solution of 6-fluoro-3-iodo-1H-indazole (1.5 g) and methyl (3-bromopropyl)carbamate (1.68 g) in N,N-dimethylformamide (5 mL) was added potassium carbonate (1.58 g), and the mixture was stirred at room temperature for 3 days. To the reaction solution was added ethyl acetate, and the mixture was washed with aqueous saturated sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/20→3/2) to give methyl [3-(6-fluoro-3-iodo-1H-indazol-1-yl)propyl]carbamate [REx(102-1)] (836 mg) as a red oil.

후처리

  1. washthe mixture was washed with aqueous saturated sodium chloride solution
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/20→3/2)

출처 및 근거

ORD 기록
ord-ca2fd1eb92a44d3d8714992967102056
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278944B2

반응 노트

불러오는 중…