Trifluoroacetic acid → HCID 58171604, compound

HRID 1752301Notes

Reaction equation

HRID 1752301 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:17]=[C:16]([CH3:18])[N:15]([CH3:19])[N:14]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:19][N:15]1[C:16]([CH3:18])=[CH:17][C:13]([CH:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)=[N:14]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58171546HCID 58171546, compound

Product 1

HCID 58171604HCID 58171604, compoundYield 105.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-(1,5-dimethyl-1H-pyrazol-3-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (50 mg, 0.19 mmol) in dry CH2Cl2 (1 mL) was added TFA (2 mL, 20% in CH2Cl2) at 0° C. The reaction mixture was stirred at room temperature for 3 h. TLC showed the disappearance of starting material. The reaction mixture was concentrated in vacuum to afford crude 1,5-dimethyl-3-pyrrolidin-3-yl-1H-pyrazole (33 mg, 91%), which was used for the next step without purified.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuum

Sources & evidence

ORD record
ord-9de6ffb379de4fb7a9c537f569bc690e
Source dataset
uspto-grants-2015_10
Patent number
US09163012B2

Reaction notes

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