홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

4-Cyanobenzoic acid → N-[(1R)-2-(3-cyanophenoxy)-1-(4-iodobenzyl)ethyl]-4-cyanobenzamide

HRID 747736
노트
인쇄 미리보기

반응식

HRID 747736 반응식
[C:1]([C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[O:6][CH2:7][C@H:8]([NH:17][C:18](=[O:24])OC(C)(C)C)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([I:16])=[CH:12][CH:11]=1)#[N:2].[C:28]([C:30]1[CH:38]=[CH:37][C:33](C(O)=O)=[CH:32][CH:31]=1)#[N:29].Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>Cl.O1CCOCC1.O1CCOCC1.O.C(N(CC)CC)C>[C:1]([C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[O:6][CH2:7][C@H:8]([NH:17][C:18](=[O:24])[C:33]1[CH:37]=[CH:38][C:30]([C:28]#[N:29])=[CH:31][CH:32]=1)[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([I:16])=[CH:14][CH:15]=1)#[N:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 120874-Cyanobenzoic acidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86760710t-butyl [(1R)-2-(3-cyanophenoxy)-1-(4-iodobenzyl)ethyl]carbamate

생성물 1

HCID 68831582N-[(1R)-2-(3-cyanophenoxy)-1-(4-iodobenzyl)ethyl]-4-cyanobenzamide

시약·촉매·용매 4

HCID 962Water용매
HCID 8471Triethylamine용매
HCID 312751,4-Dioxane용매
HCID 204431481,4-Dioxane hydrochloride용매

실험 절차

1.44 g (3.01 mmol) of t-butyl [(1R)-2-(3-cyanophenoxy)-1-(4-iodobenzyl)ethyl]carbamate was dissolved in 5 ml of 4 N dioxane hydrochloride and 2.5 ml of dioxane, and the solution was stirred for 15 hours. The solvent was evaporated under reduced pressure, and the residue was dissolved in 10 ml of dichloromethane. 488 mg (3.3 mmol) of 4-cyanobenzoic acid 1.3 ml (9.3 mmol) of triethylamine, 633 mg (1.5 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 445 mg (3.3 mmol) of 1-hydroxybenzotriazole were added to the solution, and they were stirred for 16 hours. The reaction liquid was diluted with water. After the extraction with ethyl acetate, the organic layer was successively washed with water, 1 N sodium hydroxide and saturated aqueous NaCl solution, and then dried over anhydrous magnesium sulfate. The solvent was evaporated. The residue was purified by the silica gel column chromatography to obtain the title compound.

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in 10 ml of dichloromethane
  3. customThe reaction liquid
  4. extractionAfter the extraction with ethyl acetate
  5. washthe organic layer was successively washed with water, 1 N sodium hydroxide and saturated aqueous NaCl solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated
  8. customThe residue was purified by the silica gel column chromatography

출처 및 근거

ORD 기록
ord-74825b9d5ea34663a00c65a2a17597a7
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07396844B1

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트