Water → 2-(5,6-Dichloro-pyridin-3-ylmethyl)-isoindole-1,3-dione

HRID 730867ノート

反応式

HRID 730867 の反応式
Br[CH2:2][C:3]1[CH:4]=[C:5]([Cl:10])[C:6]([Cl:9])=[N:7][CH:8]=1.[C:11]1(=[O:21])[NH:15][C:14](=[O:16])[C:13]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:12]12.[K].O>CN(C=O)C>[Cl:10][C:5]1[CH:4]=[C:3]([CH2:2][N:15]2[C:11](=[O:21])[C:12]3[C:13](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:14]2=[O:16])[CH:8]=[N:7][C:6]=1[Cl:9]

参加物

5

反応物 3

HCID 962WaterHCID 219623285-(Bromomethyl)-2,3-dichloropyridineHCID 24194345Phthalimide potassium salt

生成物 1

HCID 859654402-(5,6-Dichloro-pyridin-3-ylmethyl)-isoindole-1,3-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 5-bromomethyl-2,3-dichloro-pyridine from step (a) above (121 mg, 0.5 mmol) and potassium phthalimide (139 mg, 0.75 mmol, Aldrich) in DMF (1 mL) was stirred at room temperature for 30 min. Water (5 mL) was added and the mixture was extracted with EtOAc (2×20 mL). The combined organic extracts were washed with water (5 mL) and brine (5 mL), dried over Na2SO4, and filtered. The filtrate was evaporated in vacuo and the residue was suspended in 20% EtOAc/hexane, and filtered. The solid was washed with 20% EtOAc/hexane and dried in vacuo to give the title compound. MS (ESI, pos. ion) m/z: 307 (M+1).

後処理

  1. extractionthe mixture was extracted with EtOAc (2×20 mL)
  2. washThe combined organic extracts were washed with water (5 mL) and brine (5 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customThe filtrate was evaporated in vacuo
  6. filtrationfiltered
  7. washThe solid was washed with 20% EtOAc/hexane
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-0e627fed29404a6298887d696de8234b
出典データセット
uspto-grants-2009_09
特許番号
US07582761B2

反応ノート

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