Water → 3-Bromo-7-[(2-chloro-4-fluorophenyl)carbonyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

HRID 1893426노트

반응식

HRID 1893426 반응식
[Cl:1][C:2]1[C:7]([C:8](F)([F:10])F)=C[CH:5]=[CH:4][C:3]=1[C:12]([N:14]1[CH2:19][CH2:18][N:17]2[CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[N:22]=[C:16]2[CH2:15]1)=O.C1C(=O)N([Br:34])C(=O)C1.[OH2:35].S([O-])([O-])=O.[Na+].[Na+]>CN(C)C=O.C(OCC)(=O)C>[Br:34][C:20]1[N:17]2[CH2:18][CH2:19][N:14]([C:12]([C:3]3[CH:4]=[CH:5][C:8]([F:10])=[CH:7][C:2]=3[Cl:1])=[O:35])[CH2:15][C:16]2=[N:22][C:21]=1[C:23]([F:25])([F:26])[F:24]

참가 물질

7

반응물 4

HCID 962WaterHCID 24437Sodium SulfiteHCID 67184N-bromobutanimideHCID 497850117-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

생성물 1

HCID 497853723-Bromo-7-[(2-chloro-4-fluorophenyl)carbonyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

7-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (I22) (181 mg, 0.455 mmol) was dissolved in N,N-dimethylformamide (DMF) (2 mL) and treated with NBS (97 mg, 0.546 mmol). The solution was stirred at RT for 16 h. The mixture was poured on to water (100 ml) containing 1% sodium sulfite (w/w) and extrated in to ethyl acetate (3×50 ml). Combined extracts were washed with brine (50 ml), dried over anhydrous sodium sulfate and concentrated to afford crude product. The crude product was purified by MDAP to afford desired product in 135 mg.

후처리

  1. washCombined extracts were washed with brine (50 ml)
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customto afford crude product
  5. customThe crude product was purified by MDAP

출처 및 근거

ORD 기록
ord-ea9dd6c2c7a24d3aadbdb9f88f0a3a50
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513248B2

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