Methyl iodide → 4-Methylthiopyrido[4,3-d]pyrimidine

HRID 50776ノート

反応式

HRID 50776 の反応式
[N:1]1[C:6]2[CH:7]=[CH:8][N:9]=[CH:10][C:5]=2[C:4](=[S:11])[NH:3][CH:2]=1.[CH2:12](N(CC)CC)C.IC>CS(C)=O>[CH3:12][S:11][C:4]1[C:5]2[CH:10]=[N:9][CH:8]=[CH:7][C:6]=2[N:1]=[CH:2][N:3]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 8471TriethylamineHCID 178527905HCID 178527905、化合物

生成物 1

HCID 106548874-Methylthiopyrido[4,3-d]pyrimidine収率 156.7%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
25 °C

実験手順

A mixture of 3H-pyrido[4,3-d]pyrimidin-4-thione (676 mg, 4.14 mmol), triethylamine (1.4 mL, 10.31 mmol), DMSO (4 mL), and iodomethane (0.48 mL, 7.72 mmol) is stirred for 12 h under N2 at 25° C. The mixture is poured onto water and extracted with EtOAc. The organic extracts are dried (MgSO4), and the solvent is removed under reduced pressure to yield 4-methylthiopyrido[4,3-d]pyrimidine (1.15 g, quant.) as a brown solid. 1H NMR (DMSO) δ 9.52 (1H, s), 9.16 (1H, s), 8.95 (1H, d, J=6 Hz), 7.86 (1H, d, J=8 Hz), 2.75 (1H, s).

後処理

  1. additionThe mixture is poured onto water
  2. extractionextracted with EtOAc
  3. dry with materialThe organic extracts are dried (MgSO4)
  4. customthe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-c94097e994344d5299ddc8bff6bdfbf6
出典データセット
uspto-grants-2004_03
特許番号
US06713484B2

反応ノート

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