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Piperidine → N-(1-(4-((2,4-Dimethoxyphenyl)ethynyl)phenyl)propan-2-yl)acetamide

HRID 76184
노트
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HRID 76184 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([NH:12][C:13](=[O:15])[CH3:14])[CH3:11])=[CH:5][CH:4]=1)#[CH:2].Br[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:18]=1[O:25][CH3:26].N1CCCCC1>CC(C)=O.O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:24][O:23][C:20]1[CH:19]=[C:18]([O:25][CH3:26])[CH:17]=[CH:22][C:21]=1[C:2]#[C:1][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([NH:12][C:13](=[O:15])[CH3:14])[CH3:11])=[CH:5][CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 8082PiperidineHCID 872661-Bromo-2,4-dimethoxybenzeneHCID 86669621N-(1-(4-ethynylphenyl)propan-2-yl)acetamide

생성물 1

HCID 68181229N-(1-(4-((2,4-Dimethoxyphenyl)ethynyl)phenyl)propan-2-yl)acetamide

시약·촉매·용매 3

HCID 178418476HCID 178418476, 화합물촉매
HCID 180
Acetone
용매
2회
HCID 962Water용매

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온도
60 °C

실험 절차

A mixture of 36.2 mg (0.18 mmol) N-(1-(4-ethynylphenyl)propan-2-yl)acetamide (I58.3) and 300 μl acetone is added to 50.6 mg (0.15 mmol) 1-bromo-2,4-dimethoxybenzene followed by a suspension of 14.3 (0.02 mmol) bis(triphenylphosphine)dichloropalladium in 300 μl acetone and 600 μl water. After addition of 22.4 mg (0.20 mmol) piperidine the mixture is stirred in a sealed tube for 1.5 h at 60° C. The solvent is removed in vacuo and the residue is purified by HPLC (ACN/H2O/TFA).

후처리

  1. customThe solvent is removed in vacuo
  2. customthe residue is purified by HPLC (ACN/H2O/TFA)

출처 및 근거

ORD 기록
ord-27c461a59245463c8a25427a17c3c608
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08835472B2

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