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

HRID 1653708노트

반응식

HRID 1653708 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-abfb22678cdc4035b9cc3e4ca7f14cd5
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05403845

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