3-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)propan-1-amine → (6-Bromo-5-ethyl-pyrimidin-4-yl)-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)-propyl]-amine

HRID 1169800

반응식

HRID 1169800 반응식
[N:1]1[C:10]2[NH:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][CH2:13][NH2:14].[Br:15][C:16]1[C:21]([CH2:22][CH3:23])=[C:20](Br)[N:19]=[CH:18][N:17]=1>CC(N(C)C)=O.C(N(C(C)C)CC)(C)C>[Br:15][C:16]1[N:17]=[CH:18][N:19]=[C:20]([NH:14][CH2:13][CH2:12][CH2:11][C:2]2[CH:3]=[CH:4][C:5]3[CH2:6][CH2:7][CH2:8][NH:9][C:10]=3[N:1]=2)[C:21]=1[CH2:22][CH3:23]

참가 물질

5

실험 절차

A mixture of 0.20 g (1 mmole) of 3-(5,6,7,8-tetrahydro-[1.8]-naphthyridin-2-ylpropylamine [prepared according to J. Org. Chem. 2004, 69, (1959-1966) ] and 0.30 g (1.1 mmoles) of 4,6-dibromo-5-ethyl-pyrimidine in 20 ml of dimethylacetamide and 1 ml of diisopropylethylamine is taken to 120° C. for 6 hours. The reaction mixture is evaporated to dryness under reduced pressure (2 kPa) and the residue is taken up in ethyl acetate, water and a saturated solution of sodium bicarbonate. The organic phase is separated, dried over magnesium sulphate and the solvent evaporated off under reduced pressure (2 kPa). The residue is chromatographed on silica gel eluting with a gradient of 100% heptane to 100% ethyl acetate. 0.21 g of expected product is obtained in the form of a yellow oil.

후처리

  1. customThe reaction mixture is evaporated to dryness under reduced pressure (2 kPa)
  2. customThe organic phase is separated
  3. dry with materialdried over magnesium sulphate
  4. customthe solvent evaporated off under reduced pressure (2 kPa)
  5. customThe residue is chromatographed on silica gel eluting with a gradient of 100% heptane to 100% ethyl acetate

출처 및 근거

ORD 기록
ord-2b4ca1442f1c4d50ac030b06dff4f32c
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825119B2

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