Tetrahydrofuran → N-[5-(5-Cyanopyridin-3-ylethynyl)-2-fluorophenyl]-isobutyramide

HRID 606921

反応式

HRID 606921 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([C:9]#[C:10][C:11]2[CH:12]=[N:13][CH:14]=[C:15]([CH:18]=2)[C:16]#[N:17])[CH:5]=[CH:6][C:7]=1[F:8].[C:19](OCC)(=O)C.[O:25]1[CH2:29][CH2:28][CH2:27]C1>>[C:16]([C:15]1[CH:18]=[C:11]([C:10]#[C:9][C:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([NH:1][C:29](=[O:25])[CH:28]([CH3:19])[CH3:27])[CH:3]=2)[CH:12]=[N:13][CH:14]=1)#[N:17]

参加物

4

反応物 3

HCID 8028Tetrahydrofuran2 回HCID 8857Ethyl AcetateHCID 670478225-(3-Amino-4-fluorophenylethynyl)-nicotinonitrile

生成物 1

HCID 67047872N-[5-(5-Cyanopyridin-3-ylethynyl)-2-fluorophenyl]-isobutyramide収率 84%

実験手順

Add a solution of isobutynyl chloride (0.09 g, 1.08 mmol) dissolved in tetrahydrofuran to a solution of 5-(3-amino-4-fluorophenylethynyl) -nicotinonitrile, (prepared as described in EXAMPLE 160), (0.2 g, 0.8 mmol) in anhydrous tetrahydrofuran and stir overnight at room temperature. Pour into ethyl acetate, wash with water and an aqueous saturated solution of sodium chloride, dry (potassium carbonate), filter and concentrate. Purify the residue by silica gel chromatography, eluting with 100:0 to 95:5 dichloromethane:ethyl acetate, to give the title compound as a white solid (210 mg, 84%).

後処理

  1. washwash with water
  2. dry with materialan aqueous saturated solution of sodium chloride, dry (potassium carbonate)
  3. filtrationfilter
  4. concentrationconcentrate
  5. customPurify the residue by silica gel chromatography
  6. washeluting with 100:0 to 95:5 dichloromethane

出典と根拠

ORDレコード
ord-2e81bec6aa2e4ab89ae75b6cede69755
出典データセット
uspto-grants-2011_03
特許番号
US07915424B2

関連ノート

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