2,6-Lutidine → 4-(1-Trimethylsilanyloxy-vinyl)-[1,8]-naphthyridine

HRID 2374170노트

반응식

HRID 2374170 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][N:9]=2)[C:4]([C:11](=[O:13])[CH3:12])=[CH:3][CH:2]=1.N1C(C)=CC=CC=1C.O([Si:30]([CH3:33])([CH3:32])[CH3:31])S(C(F)(F)F)(=O)=O>C(Cl)Cl>[CH3:31][Si:30]([CH3:33])([CH3:32])[O:13][C:11]([C:4]1[C:5]2[C:10](=[N:9][CH:8]=[CH:7][CH:6]=2)[N:1]=[CH:2][CH:3]=1)=[CH2:12]

참가 물질

5

반응물 3

HCID 79372,6-LutidineHCID 65367Trimethylsilyl triflateHCID 445974981-[1,8]Naphthyridin-4-ylethanone

생성물 1

HCID 685321024-(1-Trimethylsilanyloxy-vinyl)-[1,8]-naphthyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

1-[1,8]Naphthyridin-4-yl-ethanone from Preparation 18 (250 mg, 1.45 mmol), 2,6-lutidine (0.254 ml, 2.18 mmol) in DCM (3.6 ml) was treated with trimethylsilyl triflate (0.276 ml, 1.53 mmol) and allowed to stir at RT overnight. Mixture diluted with DCM and washed with satd. NaHCO3. Organics dried over Na2SO4 and concentrated, furnished 350 mg 4-(1-trimethylsilanyloxy-vinyl)-[1,8]-naphthyridine as an oil. MS (ESI+) for m/z 245 (M+H)+.

후처리

  1. washwashed with satd
  2. dry with materialOrganics dried over Na2SO4
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-450ee955abe94bb2b3b108dad300cb2b
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07462600B2

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