Methyl iodide → 1-Methyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidine

HRID 1653708ノート

反応式

HRID 1653708 の反応式
Cl.[CH3:2][O:3][C:4]([CH:6]1[CH2:11][NH:10][CH:9]=[N:8][CH2:7]1)=[O:5].[H-].[Na+].[CH3:14]I>CN(C=O)C>[CH3:14][N:8]1[CH2:7][CH:6]([C:4]([O:3][CH3:2])=[O:5])[CH2:11][N:10]=[CH:9]1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 199620591,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine Hydrochloride

生成物 1

HCID 152943851-Methyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidine収率 76%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine hydrochloride (300 mg, 1.35 mmol) and NaH (60% in mineral oil 107 mg, 1.35 mmol) were suspended in anhydrous DMF (5 ml) in an oven dried round bottom flask with stirring under nitrogen. After stirring 15 minutes CH3I 84 μl, 1.35 mmol) was added via syringe and stirring continued 3 hours at room temperature. The solvents were evaporated in vacuo and the residue triturated with chloroform. The resulting suspension was filtered and evaporated in vacuo. Chromatography (silica, chloroform/methanol, 9:1) gave 160 mg (76%) crystals mp 93°-95° C. identified by 300 MHz nmr; ms m/z=156.

後処理

  1. customdried round bottom flask
  2. additionwas added via syringe
  3. stirringstirring
  4. customThe solvents were evaporated in vacuo
  5. customthe residue triturated with chloroform
  6. filtrationThe resulting suspension was filtered
  7. customevaporated in vacuo

出典と根拠

ORDレコード
ord-abfb22678cdc4035b9cc3e4ca7f14cd5
出典データセット
uspto-grants-1995_04
特許番号
US05403845

反応ノート

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