5-Fluoro-1H-pyrrolo[2,3-b]pyridine → HCID 67134694, compound

HRID 1807860Notes

Reaction equation

HRID 1807860 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1>CO>[F:1][C:2]1[CH:3]=[C:4]2[CH2:10][CH2:9][NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 1

HCID 207844625-Fluoro-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 67134694HCID 67134694, compoundYield 48.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

500 mg of 5-fluoro-1H-pyrrolo[2,3-b]pyridine was added to 100 mL of methanol, followed by filtration. The filtrate was subjected to a reaction using a continuous hydrogenation reactor (H-Cube (registered trademark); manufactured by ThalesNano) under the condition of CatCart (registered trademark), Raney nickel (manufactured by ThalesNano), a flow rate of 0.5 ml/min, and a pressure of 50 bar (Full H2 mode), and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (normal hexane/ethyl acetate) to obtain 247 mg of 5-fluoro-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine as a white solid.

Workup

  1. filtrationfollowed by filtration
  2. customa flow rate of 0.5 ml/min, and a pressure of 50 bar (Full H2 mode), and the solvent was evaporated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (normal hexane/ethyl acetate)

Sources & evidence

ORD record
ord-67050ad3183149bb8a20ccb7fe360da1
Source dataset
uspto-grants-2013_01
Patent number
US08357688B2

Reaction notes

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