Trifluoroacetic acid → (+/-)-Cyclopentyl{4-[(3-oxo-1,3-dihydro-2H-indazol-2-yl)methyl]phenyl}acetic acid

HRID 877237Notes

Reaction equation

HRID 877237 reaction equation
[CH:1]1([CH:6]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[C:29](=[O:30])[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[NH:22]3)=[CH:16][CH:15]=2)[C:7]([O:9]C(C)(C)C)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O>ClCCl>[CH:1]1([CH:6]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[C:29](=[O:30])[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[NH:22]3)=[CH:16][CH:15]=2)[C:7]([OH:9])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58136663tert-Butyl(+/-)-cyclopentyl{4-[(3-oxo-1,3-dihydro-2H-indazol-2-yl)methyl]phenyl}acetate

Product 1

HCID 58136503(+/-)-Cyclopentyl{4-[(3-oxo-1,3-dihydro-2H-indazol-2-yl)methyl]phenyl}acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

71.0 mg (0.17 mmol) of tert-butyl(+/−)-cyclopentyl{4-[(3-oxo-1,3-dihydro-2H-indazol-2-yl)-methyl]phenyl}acetate were initially charged in 400 μl of dichloromethane, and 134 μl of trifluoroacetic acid were added. The mixture was stirred at RT for 2 h. The reaction mixture was then concentrated on a rotary evaporator, and the residue was dried under high vacuum. This gave 82 mg of crude product, which was used without further purification.

Workup

  1. concentrationThe reaction mixture was then concentrated on a rotary evaporator
  2. customthe residue was dried under high vacuum
  3. customThis gave 82 mg of crude product, which was used without further purification

Sources & evidence

ORD record
ord-7bd390025a124ef9a27dac2826801c5d
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Reaction notes

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