Trifluoroacetic acid → HCID 18407264, compound

HRID 1016608Notes

Reaction equation

HRID 1016608 reaction equation
C(OC([NH:8][CH2:9][CH2:10][N:11]1[CH2:15][CH:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:13]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[N:12]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:8][CH2:9][CH2:10][N:11]1[CH2:15][CH:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:13]([C:22]2[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=2)=[N:12]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18407256HCID 18407256, compound

Product 1

HCID 18407264HCID 18407264, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Part B: To a solution of 1-[2-((tert-butoxycarbonyl)amino)ethyl]-3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazole (1.91 gram, 4.8 mmol) in dichloromethane (50 ml) was added trifluoroacetic acid (5 ml) and the resulting solution was stirred at room temperature for 5 hours. After concentration in vacuo the residue was dissolved in ethylacetate and washed with 2 N sodium hydroxide solution. The ethyl acetate layer was dried over magnesium sulfate, filtered and concentrated in vacuo to afford 1-(2-aminoethyl)-3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazole (1.44 gram, quantitative yield) as an oil.

Workup

  1. concentrationAfter concentration in vacuo the residue
  2. dissolutionwas dissolved in ethylacetate
  3. washwashed with 2 N sodium hydroxide solution
  4. dry with materialThe ethyl acetate layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a83c5faffb25470298bed54197112f81
Source dataset
uspto-grants-2002_11
Patent number
US06476060B2

Reaction notes

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