Trifluoroacetic acid → HCID 118432099, compound

HRID 2208067Notes

Reaction equation

HRID 2208067 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][CH:36]=[CH:35][C:34]=4[Cl:39])[N:31]=[C:30]([C:40]([C:46]([F:49])([F:48])[F:47])([C:42]([F:45])([F:44])[F:43])[OH:41])[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>[Cl:39][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=1[N:32]1[CH:28]([C:25]2[CH:24]=[CH:23][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:15])=[O:14])[CH:17]=3)=[CH:27][CH:26]=2)[CH2:29][C:30]([C:40]([C:46]([F:49])([F:47])[F:48])([C:42]([F:43])([F:45])[F:44])[OH:41])=[N:31]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118432094HCID 118432094, compound

Product 1

HCID 118432099HCID 118432099, compoundYield 65.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 5-{3′-[3-(N-BOC-N-methyl-amino)-propane-1-sulfonyl]-biphenyl-4-yl}-1-(2-chloro-phenyl)-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole (9.0 mg, 0.012 mmol) prepared in Example 285, were added dichloromethane (0.5 mL) and trifluoroacetic acid (9.0 uL, 0.12 mmol). The reaction mixture was stirred at room temperature for 48 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 5.0 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-a0e476bd26ab403d9e19f980f4adce60
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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