Water → HCID 69479606, 화합물

HRID 856255노트

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HRID 856255 반응식
[Cl:1][C:2]1[N:3]([CH2:10][C@:11]2([CH3:14])[CH2:13][O:12]2)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1.[F:15][C:16]([F:32])([F:31])[C:17]1[CH:30]=[CH:29][C:20]([CH2:21][O:22][CH:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:19][CH:18]=1.O>CN(C=O)C>[Cl:1][C:2]1[N:3]([CH2:10][C@@:11]([CH3:14])([OH:12])[CH2:13][N:26]2[CH2:25][CH2:24][CH:23]([O:22][CH2:21][C:20]3[CH:29]=[CH:30][C:17]([C:16]([F:15])([F:31])[F:32])=[CH:18][CH:19]=3)[CH2:28][CH2:27]2)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 10443353(R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazoleHCID 17825545HCID 17825545, 화합물

생성물 1

HCID 69479606HCID 69479606, 화합물수율 88.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(R)-2-Chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole prepared in Example 12 (700 mg, 3.22 mmol) and 4-(4-trifluoromethylbenzyloxy)piperidine (1.09 g, 4.86 mol) in DMF (10 ml) were stirred at 70-75° C. for 4 hours. The reaction mixture was allowed to return to room temperature, poured into water and extracted with ethyl acetate. The extract was washed with a saturated saline solution, dried over magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=50/1) to afford (S)-1-(2-chloro-4-nitroimidazol-1-yl)-2-methyl-3-[4-(4-trifluoromethylbenzyloxy)piperidin-1-yl]propan-2-ol (1.36 g, yield 87%) as a yellow oil.

후처리

  1. customto return to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with a saturated saline solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (methylene chloride/methanol=50/1)

출처 및 근거

ORD 기록
ord-6e4084655f69487dae75b297a2064310
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07262212B2

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