Hydrazine hydrate (1:1) → HCID 57686251, compound

HRID 1038133Notes

Reaction equation

HRID 1038133 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([Br:10])=[C:6]([F:11])[CH:5]=1.O.[NH2:14][NH2:15]>CO>[Br:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([NH:14][NH2:15])=[O:2])=[CH:5][C:6]=1[F:11]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21951878Methyl 4-bromo-3-fluorobenzoate

Product 1

HCID 57686251HCID 57686251, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of compound 4-bromo-3-fluoro-benzoic acid methyl ester (1 g, 4.29 mmol), hydrazine hydrate (2.2 mL, 42.9 mmol) and MeOH (20 mL) was heated at 70° C. for overnight. Concentrated, diluted with EtOAc (300 mL) and washed with water (100 mL). The organic layer was dried over Na2SO4, filtered and concentrated give the desired product 2AR (0.9 g, 90%).

Workup

  1. concentrationConcentrated
  2. additiondiluted with EtOAc (300 mL)
  3. washwashed with water (100 mL)
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-a80e6d6692754f37837f476d6e13a500
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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