HCID 21660613, compound → HCID 10821508, compound

HRID 594236Notes

Reaction equation

HRID 594236 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[N:11]=[C:10]([CH2:12][OH:13])[CH:9]=[CH:8][CH:7]=1>C(Cl)Cl.O=[Mn]=O>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[N:11]=[C:10]([CH:12]=[O:13])[CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 1

HCID 21660613HCID 21660613, compound

Product 1

HCID 10821508HCID 10821508, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of (6-(thiazol-2-yl)pyridin-2-yl)methanol (171 mg; 0.89 mmol) in anh. DCM (6 ml) was treated with MnO2 (1.164 g; 13.38 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 2 h. The resulting reaction mixture was then filtered over celite, and the separated solids were washed with DCM. The filtrate was concentrated to dryness under reduced pressure giving 6-(thiazol-2-yl)picolinaldehyde as a yellow solid. LC-MS (conditions A): tR=0.62 min.; [M+H]+: 191.08 g/mol.

Workup

  1. customThe resulting reaction mixture
  2. filtrationwas then filtered over celite
  3. washthe separated solids were washed with DCM
  4. concentrationThe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-5dac40356ba24d218847f99083137f7f
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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