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

HRID 16855

反応式

HRID 16855 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-864fcefcabf84f04b65128176e6490f0
出典データセット
uspto-grants-2010_06
特許番号
US07737149B2

関連ノート

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