Trifluoroacetic acid → HCID 22933906, compound

HRID 1269756Notes

Reaction equation

HRID 1269756 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC(=O)[NH:14][C@H:15]1[CH2:20][CH2:19][C@H:18]([NH:21][C:22]([C:24]2[CH:25]=[C:26]3[C:30](=[CH:31][CH:32]=2)[NH:29][N:28]=[CH:27]3)=[O:23])[CH2:17][CH2:16]1)(C)(C)C>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:14][CH:15]1[CH2:20][CH2:19][CH:18]([NH:21][C:22]([C:24]2[CH:25]=[C:26]3[C:30](=[CH:31][CH:32]=2)[NH:29][N:28]=[CH:27]3)=[O:23])[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178454038HCID 178454038, compound

Product 1

HCID 22933906HCID 22933906, compoundYield 83%

Procedure

Trifluoroacetic acid (6.0 ml) was added to the trans-tert-butyl-4-[(1H-indazol-5-ylcarbonyl)amino]cyclo-hexylcarbamate (420 mg, 1.17 mmol) obtained in Example 158, and the resulting mixture was stirred at room temperature for 1 hour. After the reaction solution was concentrated under reduced pressure, ethanol (10 ml) was added to the concentration residue, followed by washing by repulping. The residue washed was filtered and then dried under reduced pressure to obtain N-(4-aminocyclohexyl)-1H-indazole-5-carboxamide trifluoroacetate (363 mg, 83%).

Workup

  1. concentrationAfter the reaction solution was concentrated under reduced pressure, ethanol (10 ml)
  2. additionwas added to the concentration residue
  3. washby washing
  4. washThe residue washed
  5. filtrationwas filtered
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-acd119c442bd4c87b7cef16235d5e5a7
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

Loading…