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2,3-Dichloropyridine → 7-(3-Chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one

HRID 2219969
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HRID 2219969 반응식
[N:1]1[C:6]2[CH2:7][NH:8][CH2:9][CH2:10][C:5]=2[C:4](=[O:11])[NH:3][CH:2]=1.Cl[C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][N:14]=1.C(N(CC)C(C)C)(C)C>O1CCOCC1.CN(C)C(=O)C>[Cl:19][C:18]1[C:13]([N:8]2[CH2:9][CH2:10][C:5]3[C:4](=[O:11])[NH:3][CH:2]=[N:1][C:6]=3[CH2:7]2)=[N:14][CH:15]=[CH:16][CH:17]=1
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참가 물질

5

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HCID 169882,3-DichloropyridineHCID 81531DiisopropylethylamineHCID 1357416015,6,7,8-Tetrahydropyrido[3,4-D]pyrimidin-4(3H)-one

생성물 1

HCID 1359974627-(3-Chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one수율 86%

시약·촉매·용매 1

HCID 67000103dioxane N,N-dimethylacetamide용매

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온도
150 °C

실험 절차

5,6,7,8-Tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one (600 mg, 4.0 mmol) was dissoled in a mixture of dioxane/N,N-dimethylacetamide (4:1) (2 mL). To the mixture was added 2,3-dichloropyridine (1.8 g, 12.0 mmol) and N,N-diisopropylethylamine (0.7 mL, 4.0 mmol). The mixture was heated at 150° C. in a microwave (Emrys Optimizer model, Personal Chemistry) for 16 h. The solvents were removed under vacuum and the residue was dissolved in ethyl acetate and washed with sat. NaHCO3 and brine. The organic layer was dried over Na2SO4, filtered and evaporated to give a yellow solid (900 mg, 86%), which was used as such for the next step.

후처리

  1. customThe solvents were removed under vacuum
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with sat. NaHCO3 and brine
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-7f834324540f42c9a8fc7dd93371a92b
출처 데이터셋
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07414131B2

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