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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
ノート
印刷プレビュー

反応式

HRID 971212 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 67000103dioxane N,N-dimethylacetamide溶媒

反応条件

温度
150 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-eee96b2cffb14e46afb2a4322d035885
出典データセット
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07312330B2

反応ノート

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