HCID 57546008, compound → HCID 178505537, compound

HRID 913907Notes

Reaction equation

HRID 913907 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:21][O:22][CH2:23][C:24]3[C:32]4[N:31]=[N:30][N:29](COCC[Si](C)(C)C)[C:28]=4[CH:27]=[C:26]([C:41]([F:44])([F:43])[F:42])[CH:25]=3)[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:3]=[CH:4][C:5]([C:8]2([CH2:21][O:22][CH2:23][C:24]3[C:32]4[NH:31][N:30]=[N:29][C:28]=4[CH:27]=[C:26]([C:41]([F:44])([F:42])[F:43])[CH:25]=3)[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 57546008HCID 57546008, compound

Product 1

HCID 178505537HCID 178505537, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl 4-(4-fluorophenyl)-4-(((6-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d][1,2,3]triazol-4-yl)methoxy)methyl)piperidine-1-carboxylate (120 mg, 0.188 mmol) was dissolved in trifluoroacetic acid (50% in dichloromethane, 2 mL) and stirred at room temperature for 4 h. The reaction was concentrated and loaded onto a strong cation exchange cartridge. The cartridge was flushed with several volumes of methanol which were discarded. The product was eluted using 2M ammonia in methanol and concentrated to give 75 mg (98%) as an amorphous solid. LC/MS (HPLC method 4): tR=2.28 min, 409.15(MH)+.

Workup

  1. concentrationThe reaction was concentrated
  2. customThe cartridge was flushed with several volumes of methanol which
  3. washThe product was eluted
  4. concentrationconcentrated
  5. customto give 75 mg (98%) as an amorphous solid

Sources & evidence

ORD record
ord-b6aec41723de435682ebb8df7111ea4f
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

Loading…