Iodoethane → 3-(3,4-Difluorophenyl)-1-ethyl-3-methoxypyrrolidine

HRID 575954노트

반응식

HRID 575954 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[CH2:16](N(CC)CC)[CH3:17].ICC>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][N:11]([CH2:16][CH3:17])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 8471TriethylamineHCID 462192213-(3,4-Difluorophenyl)-3-methoxypyrrolidine

생성물 1

HCID 462192223-(3,4-Difluorophenyl)-1-ethyl-3-methoxypyrrolidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (−)-3-(3,4-difluorophenyl)-3-methoxypyrrolidine (0.013 g, 0.061 mmol) and triethylamine (17.1 μL, 0.122 mmol) in tetrahydrofuran (2 ml), was added iodoethane (7.3 μL, 0.091 mmol), the resulting solution was stirred at ambient temperature for 24 h. The crude mixture was purified on a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1). The solvent was evaporated and the crude product was analyzed by GCMS. Analysis showed 76% conversion. MS m/z (relative intensity, 70 eV) 241 (M+, 7), 226 (57), 211 (24), 141 (43), 71 (bp).

후처리

  1. customThe crude mixture was purified on a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1)
  2. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-a7d933e239f1421ca983fa592fdd1875
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09035073B2

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