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Benzyl Bromide → HCID 46830923, 화합물

HRID 1848347
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인쇄 미리보기

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HRID 1848347 반응식
[OH:1][CH2:2][C:3]1([C:6]2[N:24]=[C:9]3[C:10]([O:22][CH3:23])=[CH:11][CH:12]=[C:13]([C:14]4[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=4)[C:17]#[N:18])[N:8]3[N:7]=2)[CH2:5][CH2:4]1.[H-].[Na+].[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C([O-])(O)=O.[Na+]>CN(C=O)C.O>[CH2:27]([O:1][CH2:2][C:3]1([C:6]2[N:24]=[C:9]3[C:10]([O:22][CH3:23])=[CH:11][CH:12]=[C:13]([C:14]4[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=4)[C:17]#[N:18])[N:8]3[N:7]=2)[CH2:5][CH2:4]1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 516892Sodium BicarbonateHCID 46830920HCID 46830920, 화합물2회

생성물 1

HCID 46830923HCID 46830923, 화합물

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

반응 조건

온도
65 °C

실험 절차

Under an argon atmosphere [1-(5-Iodo-8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-cyclopropyl]-methanol (compound 150)(0.033 g, 0.06 mmol) was dissolved in DMF (0.5 mL). NaH (0.014 g, 0.36 mmol) was added and the suspension was heated at 65° C. for 1 h after which benzyl bromide (0.071 mL, 0.6 mmol) was added. The reaction mixture was stirred at 65° C. for 30 min after which is was cooled to rt. Aq. NaHCO3 and H2O was added. The aqueous phase was extracted with EtOAc (×2). The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica using DCM:MeOH 99:1 as eluent to afford the title compound as a solid.

후처리

  1. additionwas added
  2. temperatureis was cooled to rt
  3. extractionThe aqueous phase was extracted with EtOAc (×2)
  4. dry with materialThe combined organic phases were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe crude product was purified by flash chromatography on silica

출처 및 근거

ORD 기록
ord-8537529ce8a34095ba08e8c4ee163f85
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952162B2

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