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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 971212
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HRID 971212 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.CCN(C(C)C)C(C)C.Cl[C:22]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][N:23]=1>O1CCOCC1.CC(N(C)C)=O>[Cl:28][C:27]1[C:22]([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:23][CH:24]=[CH:25][CH:26]=1
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참가 물질

5

반응물 3

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)-one

시약·촉매·용매 1

HCID 67000103dioxane N,N-dimethylacetamide용매

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온도
150 °C

실험 절차

5,6,7,8-Tetrahydro-3H-pyrido[3,4-d]pyrimidin-4-one (1.5 g, 10 mmol) was dissolved in a mixture of dioxane-dimethylacetamide (2 ml, 3:1) and 2,3-dichloropyridine was added (1.5 g, 10 mmol), followed by DIEA (1.7 ml; 10 mmol). The mixture was heated at 150° C. for 2 hours in a microwave (Personal Chemistry, Smith Creator). The solvents were evaporated and the residue was dissolved in a 3:1 mixture of chloroform-isopropanol and washed with water. The organic layer washed with brine, dried over soldium sulphate, filtered and evaporated to give a yellow solid (3 g). The crude material was used for the subsequent step.

후처리

  1. additionwas added (1.5 g, 10 mmol)
  2. customThe solvents were evaporated
  3. dissolutionthe residue was dissolved in a 3:1 mixture of chloroform-isopropanol
  4. washwashed with water
  5. washThe organic layer washed with brine
  6. customdried
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-eee96b2cffb14e46afb2a4322d035885
출처 데이터셋
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07312330B2

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