Hydrazine → HCID 86714255, compound

HRID 1777028Notes

Reaction equation

HRID 1777028 reaction equation
[Br:1][C:2]1[C:3]([Cl:12])=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7](OC)=[O:8].[NH2:13][NH2:14]>CO>[Br:1][C:2]1[C:3]([Cl:12])=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7]([NH:13][NH2:14])=[O:8]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 86714255HCID 86714255, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

Methyl 5-bromo-6-chloronicotinate (100 mg, 0.399 mmol) was added to hydrazine (19.19 mg, 0.599 mmol) in methanol (8 mL) and heated overnight at 70° C. The reaction was monitored by TLC. Upon completion of the reaction, the solvent was removed by vacuum, and the compound was purified by column chromatography affording the title compound (20 mg). 1H NMR (400 MHz, CD3OD): δ 8.33 (d, 1H, J=2.4 Hz), 8.01 (d, 1H, J=2.4 Hz).

Workup

  1. customUpon completion of the reaction
  2. customthe solvent was removed by vacuum
  3. customthe compound was purified by column chromatography

Sources & evidence

ORD record
ord-d6729655855a408cabece600faa7b1fc
Source dataset
uspto-grants-2016_02
Patent number
US09266838B2

Reaction notes

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