Dibromomethane → 5-Bromo-[1,3]dioxolo[4,5-b]pyridine

HRID 340467노트

반응식

HRID 340467 반응식
Br[CH2:2][Br:3].[C:4](=[O:7])([O-])[O-:5].[Cs+].[Cs+].CN(C=O)C.Br[C:16]1[CH:17]=[C:18](O)[C:19](O)=[N:20]C=1>O>[Br:3][C:2]1[N:20]=[C:19]2[O:5][CH2:4][O:7][C:18]2=[CH:17][CH:16]=1

참가 물질

6

반응물 4

HCID 3024DibromomethaneHCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 178515448HCID 178515448, 화합물

생성물 1

HCID 823972135-Bromo-[1,3]dioxolo[4,5-b]pyridine수율 13.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Dibromomethane (91 mg) and cesium carbonate (380 mg) were added to a tube containing a DMF (4 ml) solution containing 5-bromopyridin-2,3-diol (100 mg) and the tube was sealed, followed by stirring at 100° C.-110° C. for 8 hours. The reaction solution was adjusted to room temperature, and water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=50:1 to 4:1), and a brown solid of 5-bromo-[1,3]dioxolo[4,5-b]pyridine (13.8 mg) was thus obtained.

후처리

  1. customthe tube was sealed
  2. customwas adjusted to room temperature
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe resultant was washed with saturated saline
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationSubsequently, the solvent was distilled away under reduced pressure
  7. customthe obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=50:1 to 4:1)

출처 및 근거

ORD 기록
ord-a231d80ed95b4e988c05f9c2e5acfed4
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895585B2

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