Trifluoroacetic acid → HCID 118432056, compound

HRID 2208094Notes

Reaction equation

HRID 2208094 reaction equation
[C:1]([N:8]([CH2:10][CH2:11][CH2:12][S:13]([C:16]1[CH:17]=[C:18]([C:22]2[CH:27]=[CH:26][C:25]([CH:28]3[N:32]([C:33]4[CH:38]=[CH:37][C:36]([F:39])=[CH:35][C:34]=4[F:40])[N:31]=[C:30]([C:41]([C:47]([F:50])([F:49])[F:48])([C:43]([F:46])([F:45])[F:44])[OH:42])[CH2:29]3)=[CH:24][CH:23]=2)[CH:19]=[CH:20][CH:21]=1)(=[O:15])=[O:14])C)(OC(C)(C)C)=O.FC(F)(F)C(O)=O>ClCCl>[F:40][C:34]1[CH:35]=[C:36]([F:39])[CH:37]=[CH:38][C:33]=1[N:32]1[CH:28]([C:25]2[CH:26]=[CH:27][C:22]([C:18]3[CH:19]=[CH:20][CH:21]=[C:16]([S:13]([CH2:12][CH2:11][CH2:10][NH:8][CH3:1])(=[O:14])=[O:15])[CH:17]=3)=[CH:23][CH:24]=2)[CH2:29][C:30]([C:41]([C:47]([F:48])([F:49])[F:50])([C:43]([F:46])([F:45])[F:44])[OH:42])=[N:31]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 73603946HCID 73603946, compound

Product 1

HCID 118432056HCID 118432056, compoundYield 78.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 5-{3′-[3-(N-BOC-N-methyl-amino)-propane-1-sulfonyl]-biphenyl-4-yl}-1-(2,4-difluoro-phenyl)-3-(di-(trifluoromethyl)-hydroxy-methyl)-4,5-dihydro-1H-pyrazole (23.0 mg, 0.03 mmol) prepared in Example 395, were added dichloromethane (0.5 mL) and trifluoroacetic acid (24.0 uL, 0.31 mmol). The reaction mixture was stirred at room temperature for 72 hours, washed with distilled water, 1N hydrochloride, a saturated solution of sodium hydrogen carbonate, and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give 15.0 mg of the titled compound as a pale yellow liquid.

Workup

  1. washwashed with distilled water, 1N hydrochloride
  2. dry with materiala saturated solution of sodium hydrogen carbonate, and brine, dried on anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-275af857168e461b9a1c120ca29f4877
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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