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

HRID 606921

반응식

HRID 606921 반응식
[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]

참가 물질

4

반응물 3

HCID 8028Tetrahydrofuran2회HCID 8857Ethyl AcetateHCID 670478225-(3-Amino-4-fluorophenylethynyl)-nicotinonitrile

생성물 1

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

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-2e81bec6aa2e4ab89ae75b6cede69755
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915424B2

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