Hydrochloric Acid → HCID 21922766, compound

HRID 1244998Notes

Reaction equation

HRID 1244998 reaction equation
[ClH:1].C1(C(C2C=CC=CC=2)[N:9]2[CH2:12][CH:11]([N:13]3[CH:17]=[CH:16][C:15]([C:18]4[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=4)=[C:14]3[C:25]3[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=3)[CH2:10]2)C=CC=CC=1>C(O)C.[OH-].[OH-].[Pd+2]>[ClH:1].[ClH:1].[NH:9]1[CH2:10][CH:11]([N:13]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=3)=[C:14]2[C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)[CH2:12]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 21922833HCID 21922833, compound

Product 1

HCID 21922766HCID 21922766, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

0.45 ml of concentrated hydrochloric acid and 0.12 g of 20% palladium hydroxide on carbon were added to a solution of 1.20 g (2.61 mmol) of 1-(1-diphenylmethylazetidin-3-yl)-3-(4-fluorophenyl)-2-(pyridin-4-yl)-1H-pyrrole [prepared as described in step 21(i) above] in 12 ml of ethanol. The resulting mixture was stirred under a hydrogen atomosphere at 50° C. for 20 hours. After cooling to room temperature, the reaction mixture was then filtered and the filtrate was concentrated by evaporaration under reduced pressure. The residual solid was washed with diethylether to give 0.91 g (yield 95%) of the title compound as a pale yellow amorphous solid.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe reaction mixture was then filtered
  3. concentrationthe filtrate was concentrated by evaporaration under reduced pressure
  4. washThe residual solid was washed with diethylether

Sources & evidence

ORD record
ord-37b09d761c3b475587cfe8ba7029394b
Source dataset
uspto-grants-2006_10
Patent number
US07122666B2

Reaction notes

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