1-Chloroethyl chloroformate → N-(3-cyanophenyl)-N'-(piperidin-3-yl)cycloheptylurea

HRID 1059540ノート

反応式

HRID 1059540 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([N:9]([CH:26]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[C:10]([NH:12][CH:13]2[CH2:18][CH2:17][CH2:16][N:15](CC3C=CC=CC=3)[CH2:14]2)=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].ClC(OC(Cl)C)=O>>[C:1]([C:3]1[CH:4]=[C:5]([N:9]([CH:26]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[C:10]([NH:12][CH:13]2[CH2:18][CH2:17][CH2:16][NH:15][CH2:14]2)=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2]

参加物

3

反応物 2

HCID 5213051-Chloroethyl chloroformateHCID 18630688n-(3-Cyanophenyl)-n'-((n-benzyl)piperidin-3-yl)cycloheptylurea

生成物 1

HCID 54264041N-(3-cyanophenyl)-N'-(piperidin-3-yl)cycloheptylurea収率 104.8%

実験手順

A mixture of N-(3-cyanophenyl)-N′-((N-benzyl)piperidin-3-yl)cycloheptyl-urea (prepared in Example 60, 2.7 g, 6.98 mmol) and α-chloroethyl chloroformate (1.09 g, 7.65 mmol) was stirred at ambient temperature for 2.5 h, whereupon the reaction was complete as judged by TLC. The solvent was removed by evaporation in vaccuo and was replaced with methanol (40 mL). The reaction was heated at reflux until all of the newly formed intermediate was consumed as indicated by TLC. Evaporation of the solvent gave 2.49 g of N-(3-cyanophenyl)-N′-(piperidin-3-yl)cycloheptylurea; LRMS (M+H)+ m/z 299.

後処理

  1. customThe solvent was removed by evaporation in vaccuo
  2. temperatureThe reaction was heated
  3. temperatureat reflux until all of the newly formed intermediate
  4. customwas consumed
  5. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-d4b544dbb7844821b69f5cef194fb561
出典データセット
uspto-grants-2003_02
特許番号
US06521614B1

反応ノート

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