Pyridine → HCID 22142146, compound

HRID 1824694Notes

Reaction equation

HRID 1824694 reaction equation
Cl.[F:2][C:3]([F:20])([F:19])[C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][NH2:15])=[CH:10][CH:9]=1.N1C=CC=CC=1.Cl[C:28]([O:30][CH:31]([CH3:33])[CH3:32])=[O:29]>C(OCC)(=O)C>[F:2][C:3]([F:19])([F:20])[C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[O:7][C:8]1[CH:9]=[CH:10][C:11]([NH:14][NH:15][C:28]([O:30][CH:31]([CH3:33])[CH3:32])=[O:29])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7917Isopropyl chloroformateHCID 22142145HCID 22142145, compound

Product 1

HCID 22142146HCID 22142146, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of 4-[3-(trifluoromethyl)phenoxy]phenylhydrazine hydrochloride (11 g) and pyridine (6.0 mL) in ethyl acetate (100 mL) at 0° C. was added dropwise isopropyl chloroformate (38 mL, 1M in toluene) over a period of 30 min. The mixture was then stirred at room temperature for 5 hour, quenched with 1M aqueous HCl (100 mL). The organic layer was separated, washed twice with water (100 mL), dried over anhydrous sodium sulfate, and finally evaporated under reduced pressure to yield a light brown solid (11 g).

Workup

  1. customquenched with 1M aqueous HCl (100 mL)
  2. customThe organic layer was separated
  3. washwashed twice with water (100 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customfinally evaporated under reduced pressure

Sources & evidence

ORD record
ord-f1bdc2b41a3c419b97e46a645acad07a
Source dataset
uspto-grants-2006_05
Patent number
US07045512B2

Reaction notes

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