HCID 57546108, compound → HCID 57545969, compound

HRID 913853Notes

Reaction equation

HRID 913853 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:21][O:22][CH:23]([C:25]3[CH:26]=[C:27]([CH3:34])[CH:28]=[C:29]4[C:33]=3[NH:32][N:31]=[CH:30]4)[CH3:24])[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:21][O:22][CH:23]([C:25]3[CH:26]=[C:27]([CH3:34])[CH:28]=[C:29]4[C:33]=3[NH:32][N:31]=[CH:30]4)[CH3:24])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 57546108HCID 57546108, compound

Product 1

HCID 57545969HCID 57545969, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

(±)-tert-Butyl 4-(4-fluorophenyl)-4-((1-(5-methyl-1H-indazol-7-yl)ethoxy)methyl)piperidine-1-carboxylate (35 mg, 0.075 mmol) was dissolved in trifluoroacetic acid (20% in dichloromethane, 2 mL) and stirred at room temperature for 30 min. The reaction was concentrated and loaded onto a strong cation exchange cartridge in methanol. The cartridge was flushed with several volumes of methanol which were discarded. The product was eluted with 2 M ammonia in methanol and concentrated to give 24 mg (87%). LC/MS (HPLC method 3): tR=2.658 min, 368.38(MH)+.

Workup

  1. concentrationThe reaction was concentrated
  2. customThe cartridge was flushed with several volumes of methanol which
  3. washThe product was eluted with 2 M ammonia in methanol
  4. concentrationconcentrated
  5. customto give 24 mg (87%)

Sources & evidence

ORD record
ord-f29b08a5916f4df19ffe629e1418e1b1
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

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