Sodium Iodide → HCID 57917701, 화합물

HRID 1878387노트

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HRID 1878387 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][NH:13][C@@H:12]([CH:16]([CH3:18])[CH3:17])[CH2:11]2)=[O:9])=[CH:4][C:3]=1[F:19].[C:20]([NH:24][C:25](=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([CH2:32]Cl)[CH:27]=1)([CH3:23])([CH3:22])[CH3:21].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH2:32][C:28]3[CH:27]=[C:26]([CH:31]=[CH:30][CH:29]=3)[C:25]([NH:24][C:20]([CH3:23])([CH3:21])[CH3:22])=[O:34])[C@@H:12]([CH:16]([CH3:17])[CH3:18])[CH2:11]2)=[O:9])=[CH:4][C:3]=1[F:19]

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 43156221N-tert-butyl-3-(chloromethyl)benzamideHCID 57917636HCID 57917636, 화합물

생성물 1

HCID 57917701HCID 57917701, 화합물수율 46.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

(S)-(4-Amino-3-fluorophenyl)(3-isopropylpiperazin-1-yl)methanone (0.754 mmol, 200 mg), N-tert-butyl-3-(chloromethyl)benzamide (0,754 mmol, 170 mg), potassium carbonate (1.508 mmol, 208 mg) and sodium iodide (0.075 mmol, 11.30 mg) were dissolved in acetonitrile (20 mL) and heated at reflux for 3 hours. The reaction was concentrated under vacuum and the crude material dissolved in ethyl acetate and washed with water, dried over sodium sulphate and concentration under vacuum. The crude residue was then purified by column chromatography (eluting with dichloromethane to dichloromethane/methanol (1% to 5%)) to give the title compound (160 mg) as an off white solid. MS (ESI) m/z 456.4 [M+H]+

후처리

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. concentrationThe reaction was concentrated under vacuum
  4. dissolutionthe crude material dissolved in ethyl acetate
  5. washwashed with water
  6. dry with materialdried over sodium sulphate and concentration under vacuum
  7. customThe crude residue was then purified by column chromatography (eluting with dichloromethane to dichloromethane/methanol (1% to 5%))

출처 및 근거

ORD 기록
ord-57502aaec10d45c281ba2c3cfd853e7c
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314091B2

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