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

HRID 1059540노트

반응식

HRID 1059540 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d4b544dbb7844821b69f5cef194fb561
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06521614B1

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