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Phthalic Anhydride → 2-(2-(2-Oxo-1,2-dihydropyridin-4-yl)ethyl)isoindoline-1,3-dione

HRID 1410039
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HRID 1410039 반응식
Br.[NH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][NH:8][C:7](=[O:11])[CH:6]=1.[C:12]1(=O)[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](=[O:21])[O:13]1.CCN(C(C)C)C(C)C>C1(C)C(C)=CC=CC=1>[O:11]=[C:7]1[CH:6]=[C:5]([CH2:4][CH2:3][N:2]2[C:12](=[O:13])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]2=[O:21])[CH:10]=[CH:9][NH:8]1
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참가 물질

5

반응물 3

HCID 6811Phthalic AnhydrideHCID 81531DiisopropylethylamineHCID 683793994-(2-aminoethyl)pyridin-2(1H)-one hydrobromide

생성물 1

HCID 683792552-(2-(2-Oxo-1,2-dihydropyridin-4-yl)ethyl)isoindoline-1,3-dione수율 76%

시약·촉매·용매 1

HCID 7237O-Xylene용매

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온도
140 °C

실험 절차

A mixture of 4-(2-aminoethyl)pyridin-2(1H)-one hydrobromide (400 mg, 1.83 mmol), isobenzofuran-1,3-dione (271 mg, 1.83 mmol) and DIEA (472 mg, 3.66 mmol) in 30 mL of xylene was stirred at 140° C. for 6 hours. The solvent was removed under reduce pressure. The residue was purified by silica gel chromatography, eluting with DCM/MeOH (30/1) to give 2-(2-(2-oxo-1,2-dihydropyridin-4-yl)ethyl)isoindoline-1,3-dione (370 mg, 76%) as a white sold. LC-MS: 269 [M+H]+, tR=1.23 min.

후처리

  1. customThe solvent was removed
  2. customThe residue was purified by silica gel chromatography
  3. washeluting with DCM/MeOH (30/1)

출처 및 근거

ORD 기록
ord-d8e7b8022f5342a5b911bd180d829a1c
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08921383B2

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