Hydrazine → HCID 86714255, compound

HRID 877613Notes

Reaction equation

HRID 877613 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-174270b6859749ea8d579dfb23a336e4
Source dataset
uspto-grants-2015_03
Patent number
US08987335B2

Reaction notes

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