Hydrochloric Acid → HCID 22558194, compound

HRID 378890Notes

Reaction equation

HRID 378890 reaction equation
[Cl:1][C:2]1[C:3]([N+:19]([O-])=O)=[CH:4][C:5]2[O:9][C:8]([N:10]3[CH2:16][CH2:15][CH2:14][N:13]([CH3:17])[CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:18]=1.Cl.[H][H]>CO.[Pd]>[Cl:1][C:2]1[C:3]([NH2:19])=[CH:4][C:5]2[O:9][C:8]([N:10]3[CH2:16][CH2:15][CH2:14][N:13]([CH3:17])[CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:18]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 22558214HCID 22558214, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22558194HCID 22558194, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A 50 mg portion of 5-chloro-6-nitro-2-(4-methyl-1-homopiperazinyl)benzoxazole was dissolved in 15 ml of methanol, and the resulting solution was mixed with 5 ml of 1 N hydrochloric acid aqueous solution and 30 mg of Pd/C catalyst and, after replacing the atmosphere in the reaction container by hydrogen gas, stirred at room temperature for 15 hours. The catalyst was removed by filtration and the solvent was concentrated under a reduced pressure. The thus remained oily matter was mixed with 5 ml of 1 N hydrochloric acid and washed with ethyl acetate. This was adjusted to pH 8 by adding saturated sodium bicarbonate, and the thus precipitated crystals were collected by filtration to obtain the title compound (16 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe solvent was concentrated under a reduced pressure
  3. additionThe thus remained oily matter was mixed with 5 ml of 1 N hydrochloric acid
  4. washwashed with ethyl acetate
  5. additionby adding saturated sodium bicarbonate
  6. filtrationthe thus precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-e8f6390d153f4196b98efe6db07e7ef6
Source dataset
uspto-grants-2001_10
Patent number
US06297246B1

Reaction notes

Loading…