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Potassium Carbonate → 3-chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrile

HRID 1874763
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인쇄 미리보기

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HRID 1874763 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]([C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14](O)=[O:15])=[O:11])=[CH:4][C:3]=1[OH:21].[Cl:22][C:23]1[CH:24]=[C:25]([CH:28]=[C:29](F)[CH:30]=1)[C:26]#[N:27].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[Cl:22][C:23]1[CH:24]=[C:25]([CH:28]=[C:29]([O:21][C:3]2[CH:4]=[C:5]([CH2:8][N:9]3[C:10](=[O:11])[C:12]4[C:13](=[CH:17][CH:18]=[CH:19][CH:20]=4)[C:14]3=[O:15])[CH:6]=[CH:7][C:2]=2[Cl:1])[CH:30]=1)[C:26]#[N:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 27348413-Chloro-5-fluorobenzonitrileHCID 594516542-({[(4-Chloro-3-hydroxyphenyl)methyl]amino}carbonyl)benzoic acid

생성물 1

HCID 594515253-chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrile수율 24%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone
용매

실험 절차

3-Chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrile was prepared in a in a similar manner as described herein from 2-({[(4-chloro-3-hydroxyphenyl)methyl]amino}carbonyl)benzoic acid (3.0 g, 10.4 mmol), 3-chloro-5-fluorobenzonitrile (2.5 g, 15.6 mmol), K2CO3 (4.3 g, 31.0 mmol) and NMP (25.0 mL). Purification was accomplished by column chromatography (hexane/EtOAc) to afford the title compound (1.0 g, 24%) as a solid.

후처리

  1. custom3-Chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrile was prepared in a in a similar manner
  2. customPurification

출처 및 근거

ORD 기록
ord-4786c67f275f40f2898fad10597d561b
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08304419B2

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