Phthalimide → 2-((2-Methoxy-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)methyl)isoindoline-1,3-dione

HRID 623462노트

반응식

HRID 623462 반응식
[CH3:1][O:2][C:3]1[C:8]([CH2:9]O)=[CH:7][CH:6]=[C:5]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])[N:4]=1.[C:17]1(=[O:27])[NH:21][C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:21]2[C:17](=[O:27])[C:18]3[C:19](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:20]2=[O:22])=[CH:7][CH:6]=[C:5]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])[N:4]=1

참가 물질

6

반응물 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 67509554(2-Methoxy-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)methanol

생성물 1

HCID 675086782-((2-Methoxy-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)methyl)isoindoline-1,3-dione수율 37%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of (2-methoxy-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)methanol (1.19 g, 5.02 mmol, Step-2), phthalimide (0.74 g, 5.02 mmol), di-tert-butyl azodicarboxylate (1.05 g, 6.02 mmol) and triphenylphosphine (1.97 g, 7.53 mmol) in tetrahydrofuran (50 mL) is stirred at room temperature for 20 hours. The reaction mixture is concentrated in vacuo. The residue is purified by column chromatography on silica gel eluting with n-hexane/ethyl acetate (6:1) to give 0.67 g (37% yield) of the title compound as a white solid.

후처리

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. customThe residue is purified by column chromatography on silica gel eluting with n-hexane/ethyl acetate (6:1)

출처 및 근거

ORD 기록
ord-1d1aef006f154b83b0e21169cc08d048
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09302991B2

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