Piperazin-2-one → [2-(3-Oxopiperazin-1-yl)pyrimidin-5-yl]boronic acid

HRID 626936

反応式

HRID 626936 の反応式
Cl[C:2]1[N:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][C:12]1=[O:17]>O1CCOCC1>[O:17]=[C:12]1[NH:11][CH2:16][CH2:15][N:14]([C:2]2[N:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][N:3]=2)[CH2:13]1

参加物

4

反応物 2

HCID 231360Piperazin-2-oneHCID 21747362(2-Chloropyrimidin-5-yl)boronic acid

生成物 1

HCID 89923662[2-(3-Oxopiperazin-1-yl)pyrimidin-5-yl]boronic acid収率 50.3%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

(2-Chloropyrimidin-5-yl)boronic acid (1.0 g, 6.32 mmol) and piperazin-2-one (1.6 g, 16.0 mmol) were suspended in 1,4-dioxane (10 mL) and the mixture was heated at 100° C. under microwave irradiation for 45 minutes. The supernatant liquid was decanted from the suspension and the residue was triturated with methanol and diethyl ether. The resultant solids were filtered off and dried under vacuum to afford the title compound (706 mg, 30%) as a pale pink solid. Method B HPLC-MS: MH+ m/z 223, RT 0.25 minutes.

後処理

  1. customThe supernatant liquid was decanted from the suspension
  2. customthe residue was triturated with methanol and diethyl ether
  3. filtrationThe resultant solids were filtered off
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-b52fb167cd004ee7938c204d46be5842
出典データセット
uspto-grants-2016_04
特許番号
US09309243B2

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