Trifluoroacetic acid → 7-(5-Fluoro-4-methylpyridin-3-yl)-2,6-naphthyridin-3-amine

HRID 468956노트

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HRID 468956 반응식
[F:1][C:2]1[C:3]([CH3:26])=[C:4]([C:8]2[CH:17]=[C:16]3[C:11]([CH:12]=[C:13]([NH:18]C(=O)OC(C)(C)C)[N:14]=[CH:15]3)=[CH:10][N:9]=2)[CH:5]=[N:6][CH:7]=1.FC(F)(F)C(O)=O>ClCCCl>[F:1][C:2]1[C:3]([CH3:26])=[C:4]([C:8]2[CH:17]=[C:16]3[C:11]([CH:12]=[C:13]([NH2:18])[N:14]=[CH:15]3)=[CH:10][N:9]=2)[CH:5]=[N:6][CH:7]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 71115017Tert-butyl 7-(5-fluoro-4-methylpyridin-3-yl)-2,6-naphthyridin-3-ylcarbamate

생성물 1

HCID 679743607-(5-Fluoro-4-methylpyridin-3-yl)-2,6-naphthyridin-3-amine수율 101.1%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

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온도
40 °C

실험 절차

A suspension of tert-butyl 7-(5-fluoro-4-methylpyridin-3-yl)-2,6-naphthyridin-3-ylcarbamate (50 mg, 0.14 mmol) in 1,2-dichloroethane (1 mL) was treated with trifluoroacetic acid (0.11 mL, 1.41 mmol), and the mixture was stirred at 40° C. for 3 hours. The mixture was concentrated in vacuo and then diluted with ethyl acetate (50 mL) and washed with saturated aqueous sodium bicarbonate solution (10 mL). The organic layer was separated, dried over sodium sulfate, filtered, and evaporated in vacuo to afford the title compound as a bright yellow solid (36 mg, 98%), which was used in the next step without further purification.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. additiondiluted with ethyl acetate (50 mL)
  3. washwashed with saturated aqueous sodium bicarbonate solution (10 mL)
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-67d8f3b80bec45f8ad3bb84f90eadc50
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623889B2

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