Hydrochloric Acid → HCID 68689596, compound

HRID 1296253Notes

Reaction equation

HRID 1296253 reaction equation
C([O:5][C:6](=[O:25])[CH:7]([N:9]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][C:15]=2[C:19]([F:22])([F:21])[F:20])[CH:10]1[C:23]#[N:24])[CH3:8])(C)(C)C.[H][H].[ClH:28]>[Pd].CO>[ClH:28].[NH2:24][CH2:23][CH:10]1[C:11]2[C:16](=[C:15]([C:19]([F:21])([F:20])[F:22])[CH:14]=[CH:13][CH:12]=2)[C:17](=[O:18])[N:9]1[CH:7]([CH3:8])[C:6]([OH:25])=[O:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 68692034HCID 68692034, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68689596HCID 68689596, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A stirring degassed solution of 2-(1-cyano-3-oxo-4-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-propionic acid tert-butyl ester (390 mg, 1.1 mmol) and 10% palladium on carbon (20 mg) in methanol (10 mL) and conc. hydrocloric acid (1 mL) was added 80 psi of hydrogen. The reaction was stirred for 4 h and then filtered. The filtrated was conc. in vacuo to a white solid. The solid was dissolved in water and lypholized to give 352 mg of the desired product as a white solid. MS (ESI) 303 (M−Cl).

Workup

  1. filtrationfiltered
  2. dissolutionThe solid was dissolved in water

Sources & evidence

ORD record
ord-6abdf9c649fb4d55a68235b29e837bc1
Source dataset
uspto-grants-2007_07
Patent number
US07244843B2

Reaction notes

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