Water → (4-Chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine

HRID 1367354노트

반응식

HRID 1367354 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[N:3]=1.[Cl:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][NH2:15])=[CH:12][CH:11]=1.C(NC(C(C)C)C)(C)C.O>CN1CCCC1=O>[Cl:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][NH:15][C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[N:3]=2)=[CH:12][CH:11]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 660364-ChlorobenzylamineHCID 739342,6-DifluoropyridineHCID 22983765N,1-diisopropylethylamine

생성물 1

HCID 57619459(4-Chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
90 °C

실험 절차

To 2,6-difluoropyridine (58, 9.85 g, 0.0856 mol) in N-methylpyrrolidinone (50.0 mL) were added p-chlorobenzylamine (61, 10.5 mL, 8.63 mmol) and N,1-diisopropylethylamine (30.0 mL, 0.172 mol). The reaction was stirred at 90° C. overnight. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 25% ethyl acetate in hexane, then washed with ethyl acetate/hexane to give a white solid (536, 10 g, 50%).

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. custompurified by silica gel column chromatography
  6. washeluting with 25% ethyl acetate in hexane
  7. washwashed with ethyl acetate/hexane
  8. customto give a white solid (536, 10 g, 50%)

출처 및 근거

ORD 기록
ord-a360fb503ce14a54828b9af6100005ae
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893075B2

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