(5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl)methanol → HCID 69686671, 화합물

HRID 1005546

반응식

HRID 1005546 반응식
[OH:1][CH2:2][C:3]1[N:4]([CH2:20][CH3:21])[C:5]([S:11][C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)=[C:6]([CH:8]([CH3:10])[CH3:9])[N:7]=1.[C:22]([N:28]=[C:29]=[O:30])(=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24]>O1CCCC1>[C:22]([NH:28][C:29](=[O:30])[O:1][CH2:2][C:3]1[N:4]([CH2:20][CH3:21])[C:5]([S:11][C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)=[C:6]([CH:8]([CH3:9])[CH3:10])[N:7]=1)(=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24]

참가 물질

4

반응물 2

HCID 473933(5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl)methanolHCID 126188362,2-dimethylpropanecarbonyl isocyanate

생성물 1

HCID 69686671HCID 69686671, 화합물수율 83%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of the compound 19 (200 mg, 0.580 mmol) in tetrahydrofuran (1 mL) under ice-cooling was added pivaloyl isocyanate (5 eq.), and stirred at the same temperature for 1 hour. After removing condenser, the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was partitioned between ethyl acetate and phosphate buffer (pH 7.0). The organic layer was separated, washed with water, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column (eluate: hexane - ether (2:1)) to give the compound 81 (227 mg, 83%) as crystals. Mp. 157-159° C. Rf 0.31 (1:2 EtOAc-hexane).

후처리

  1. customAfter removing condenser
  2. stirringthe reaction mixture was stirred at room temperature for 1 hour
  3. customThe reaction mixture was partitioned between ethyl acetate and phosphate buffer (pH 7.0)
  4. customThe organic layer was separated
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by chromatography on a silica gel column (eluate: hexane - ether (2:1))

출처 및 근거

ORD 기록
ord-4895766e87fa4d9a921499ecd7f2a58c
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06054591

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