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

HRID 912926노트

반응식

HRID 912926 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-7e22f1270dad4d429ecf9ccc44cd3225
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026241B2

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