1-Methylpiperazin-2-one → Methyl 2-(4-methyl-3-oxopiperazin-1-yl)pyrimidine-5-carboxylate

HRID 16855

반응식

HRID 16855 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][C:3]1=[O:8].Cl[C:10]1[N:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][N:11]=1>ClCCl>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:10]2[N:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][N:11]=2)[CH2:4][C:3]1=[O:8]

참가 물질

4

반응물 2

HCID 43990421-Methylpiperazin-2-oneHCID 12627752Methyl 2-chloropyrimidine-5-carboxylate

생성물 1

HCID 66589656Methyl 2-(4-methyl-3-oxopiperazin-1-yl)pyrimidine-5-carboxylate수율 57%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 1-methylpiperazin-2-one (198 mg, 1.74 mmol) in dichloromethane (4.00 mL) was added to a stirred solution of methyl 2-chloropyrimidine-5-carboxylate (300 mg, 1.74 mmol) in dichloromethane (4.70 mL) at 25° C. The resulting solution was stirred at room temperature for 4 h under nitrogen. The reaction mixture was concentrated and dissolved in ethyl acetate (25 ml) and NaOH (50 ml, 1M aqueous solution). The organic layer was washed with ethyl acetate (25 ml). The organic layers were combined and washed with brine (50 ml), dried using MgSO4, filtered and evaporated to dryness to afford methyl 2-(4-methyl-3-oxopiperazin-1-yl)pyrimidine-5-carboxylate (246 mg, 57%) as a cream solid.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. dissolutiondissolved in ethyl acetate (25 ml)
  3. washThe organic layer was washed with ethyl acetate (25 ml)
  4. washwashed with brine (50 ml)
  5. customdried
  6. filtrationfiltered
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-864fcefcabf84f04b65128176e6490f0
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737149B2

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