Diisopropylethylamine → 3-Bromo-6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

HRID 225521

反応式

HRID 225521 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH2:10]Br)[C:5]([CH2:8]Br)=[N:6][CH:7]=1.[C:12]([NH2:31])([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[CH2:10][N:31]([C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:8][C:5]2=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 138598TritylamineHCID 577536665-Bromo-2,3-bis(bromomethyl)pyridine

生成物 1

HCID 577536743-Bromo-6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

A mixture of 0.87 mmol 5-Bromo-2,3-bis-bromomethyl-pyridine, 1.1 mmol tritylamine, and 2.61 mmol DIPEA in 3 ml DMF was stirred at 60° C. for 2 h. The reaction mixture was evaporated in vacuo. The residue was taken in water and extracted with ethylacetate. The combined organic phases were washed with water, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by chromatography (SiO2, heptane/dichloromethane) to yield the title compound as a light brown solid. MS (m/e): 243.4 (tritylion, 100%)

後処理

  1. customThe reaction mixture was evaporated in vacuo
  2. extractionextracted with ethylacetate
  3. washThe combined organic phases were washed with water
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by chromatography (SiO2, heptane/dichloromethane)

出典と根拠

ORDレコード
ord-a137a8f9ca30484f9ca5f82197ed84d8
出典データセット
uspto-grants-2009_07
特許番号
US07557114B2

関連ノート

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