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

HRID 2374170ノート

反応式

HRID 2374170 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-450ee955abe94bb2b3b108dad300cb2b
出典データセット
uspto-grants-2008_12
特許番号
US07462600B2

反応ノート

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