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

HRID 623462ノート

反応式

HRID 623462 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-1d1aef006f154b83b0e21169cc08d048
出典データセット
uspto-grants-2016_04
特許番号
US09302991B2

反応ノート

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