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Triphenylphosphine → 3-fluoro-N-{2-[2-(trimethylsilyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]ethyl}benzamide

HRID 445140
ノート
印刷プレビュー

反応式

HRID 445140 の反応式
I[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[NH2:8].[F:9][C:10]1[CH:11]=[C:12]([CH:24]=[CH:25][CH:26]=1)[C:13]([NH:15][CH2:16][CH2:17][C:18]#[C:19][Si:20]([CH3:23])([CH3:22])[CH3:21])=[O:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C([O-])(=O)C.[Na+].[Cl-].[Li+]>CN(C)C=O.C(#N)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O>[F:9][C:10]1[CH:11]=[C:12]([CH:24]=[CH:25][CH:26]=1)[C:13]([NH:15][CH2:16][CH2:17][C:18]1[C:2]2[CH:3]=[N:4][CH:5]=[CH:6][C:7]=2[NH:8][C:19]=1[Si:20]([CH3:22])([CH3:21])[CH3:23])=[O:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

10

反応物 5

HCID 11776TriphenylphosphineHCID 433294Lithium ChlorideHCID 517045Sodium AcetateHCID 15165104-Amino-3-iodopyridineHCID 672549453-fluoro-N-[4-(trimethylsilyl)-3-butynyl]benzamide

生成物 1

HCID 672549103-fluoro-N-{2-[2-(trimethylsilyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]ethyl}benzamide

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 6342Acetonitrile溶媒

実験手順

A suspension of 3-iodo-4-pyridineamine (594 mg), 3-fluoro-N-[4-(trimethylsilyl)-3-butynyl]benzamide (710 mg), palladium acetate (61 mg), triphenylphosphine (142 mg), sodium acetate (443 mg) and lithium chloride (115 mg) in N,N-dimethylformamide (6 mL) and acetonitrile (3 mL) was irradiated with microwave (100 W) for 30 minutes, poured into water and then extracted with ethyl acetate. The organic layer was washed in turn with an aqueous saturated sodium hydrogen carbonate solution and saturated saline, dried over anhydrous sodium sulfate and then concentrated. The residue was purified by silica gel column chromatography (parallel separation purification system) to obtain the titled compound having the following physical properties (404.8 mg).

後処理

  1. customwas irradiated with microwave (100 W) for 30 minutes
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed in turn with an aqueous saturated sodium hydrogen carbonate solution and saturated saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (parallel separation purification system)

出典と根拠

ORDレコード
ord-0a981a89867a4ec4aadf67190e817235
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08476293B2

反応ノート

読み込み中…

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