HCID 58536689, compound → 5-Bromo-6-methoxypicolinaldehyde

HRID 1406286Notes

Reaction equation

HRID 1406286 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:10][OH:11])=[N:6][C:7]=1[O:8][CH3:9]>C(Cl)Cl.O=[Mn]=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:10]=[O:11])=[N:6][C:7]=1[O:8][CH3:9]

Participants

4

Reactant 1

HCID 58536689HCID 58536689, compound

Product 1

HCID 866580025-Bromo-6-methoxypicolinaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

(5-Bromo-6-methoxypyridin-2-yl)methanol of preparation 77 (92 mg, 0.42 mmol) was dissolved in DCM (5 ml). MnO2 (477 mg, 5.49 mmol) was added. The reaction was stirred under nitrogen at room temperature for overnight. LCMS showed ˜30% of the starting material remained, and the reaction continued for another 5 hr at which time ˜15% of the starting material remained by LCMS. The reaction mixture was filtered and the filtrate was evaporated to dryness in vacuo. A brownish solid was obtained (69 mg) which was used in the next step without further purification.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated to dryness in vacuo
  3. customA brownish solid was obtained (69 mg) which
  4. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-f35aa6dabba04ec7bb6621d9f777024c
Source dataset
uspto-grants-2014_12
Patent number
US08916593B2

Reaction notes

Loading…