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(S)-3-[1-(1,3-dioxo-1,3-dihydroisoindol-2-yl)isoquinolin-6-yloxy]piperidine-1-carboxylic acid tert-butyl ester → Phthalimide

HRID 1435971
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반응식

HRID 1435971 반응식
C(OC(N1CCC[C@H](OC2C=C3C(=CC=2)C([N:25]2[C:33](=[O:34])[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[C:26]2=[O:35])=NC=C3)C1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[C:26]1(=[O:35])[C:27]2[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:33](=[O:34])[NH:25]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 68874394(S)-3-[1-(1,3-dioxo-1,3-dihydroisoindol-2-yl)isoquinolin-6-yloxy]piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 6809Phthalimide수율 293.4%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

A mixture of (S)-3-[1-(1,3-dioxo-1,3-dihydroisoindol-2-yl)isoquinolin-6-yloxy]piperidine-1-carboxylic acid tert-butyl ester (340 mg) in dichloromethane (14 ml) and trifluoroacetic acid (2.8 ml) was stirred at ambient temperature for 1 h. The mixture was concentrated in vacuo then flash chromatography of the residue on silica (eluent: 2-10% methanol in dichloromethane) gave (S)-2-(6-piperidin-3-yloxy)isoquinolin-1-yl]isoindole-1,3-dione (310 mg), EIMS: m/z=374.3 [M+H]+.

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후처리

  1. concentrationThe mixture was concentrated in vacuo

출처 및 근거

ORD 기록
ord-ce30a600eaff4e4e857b7469da6a1c9f
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07618985B2

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