Methylhydrazine → HCID 67548813, compound

HRID 2261010Notes

Reaction equation

HRID 2261010 reaction equation
F[C:2]1[C:7]([CH:8]=O)=[C:6]([I:10])[CH:5]=[CH:4][N:3]=1.[CH3:11][NH:12][NH2:13]>>[I:10][C:6]1[CH:5]=[CH:4][N:3]=[C:2]2[N:12]([CH3:11])[N:13]=[CH:8][C:7]=12

Participants

3

Reactant 2

HCID 6061MethylhydrazineHCID 99923282-Fluoro-4-iodopyridine-3-carbaldehyde

Product 1

HCID 67548813HCID 67548813, compound

Procedure

227 mg of 2-fluoro-4-iodo-pyridine-3-carbaldehyde (0.9 mmol, 1 eq.; prepared as described in J. Org. Chem. 1993, 58, 7832) were dissolved in 3.6 mL 1-PrOH, treated with 72 μL methyl hydrazine (1.36 mmol, 1.5 eq.) and heated to 100° C. for 30 min (Biotage Initiator 60®). The reaction mixture was concentrated in vacuo, the residue was partioned between water and ethyl acetate, the aq. layer was extracted with ethyl acetate, the combined organic layers were dried and concentrated in vacuo to provide the crude target compound.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. extractionthe aq. layer was extracted with ethyl acetate
  3. customthe combined organic layers were dried
  4. concentrationconcentrated in vacuo
  5. customto provide the crude target compound

Sources & evidence

ORD record
ord-48cca360379648a7a0de081b6ed67cb3
Source dataset
uspto-grants-2010_12
Patent number
US07846928B2

Reaction notes

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