(2-Chloro-3-Fluoropyridin-4-Yl)Methanol → 2-Chloro-3-fluoro-4-formylpyridine

HRID 1527463Notes

Reaction equation

HRID 1527463 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[C:6]([CH2:9][OH:10])[CH:5]=[CH:4][N:3]=1>C(Cl)Cl.O=[Mn]=O>[Cl:1][C:2]1[C:7]([F:8])=[C:6]([CH:9]=[O:10])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 54759140(2-Chloro-3-Fluoropyridin-4-Yl)Methanol

Product 1

HCID 27631602-Chloro-3-fluoro-4-formylpyridine

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (2-chloro-3-fluoro-pyridin-4-yl)-methanol (0.9 g, 5.76 mmol) and activated MnO2 (5.76 g, 66.2 mmol) in CH2Cl2 was stirred at RT overnight. The solid was filtered off and washed with CH2Cl2, and the filtrate was concentrated under mildly reduced pressure to afford the title compound as a colorless liquid. MS (LC/MS): 191.0 [M+MeOH]+; tR (HPLC conditions b): 2.02 min.

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with CH2Cl2
  3. concentrationthe filtrate was concentrated under mildly reduced pressure

Sources & evidence

ORD record
ord-34c2d5f4d1b641f8a7b5b970503f2173
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

Loading…