Trifluoroacetic acid → HCID 57586068, compound

HRID 2401032Notes

Reaction equation

HRID 2401032 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([NH:12][C:13]1[C:14]([N:19]2[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]2)=[N:15][CH:16]=[CH:17][N:18]=1)(=[O:11])=[O:10].FC(F)(F)C(O)=O>ClCCl>[N:19]1([C:14]2[C:13]([NH:12][S:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[C:2]([F:33])([F:32])[F:1])(=[O:11])=[O:10])=[N:18][CH:17]=[CH:16][N:15]=2)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57444252HCID 57444252, compound

Product 1

HCID 57586068HCID 57586068, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-butyl 4-[3-({[2-(trifluoromethyl)phenyl]sulfonyl}amino)pyrazin-2-yl]piperazine-1-carboxylate (1.46 g, 3 mmol) was dissolved in dichloromethane (50 mL) and trifluoroacetic acid (4.5 g, 40 mmol) was added at 0° C. The reaction mixture was stirred for 2 h. The solvents were evaporated and the residue redissolved in dichloromethane (50 ml) and evaporated to dryness to give the expected product N-(3-piperazin-1-ylpyrazin-2-yl)-2-(trifluoromethyl)benzenesulfonamide as a yellow solid (1.1 g, 95% yield, 95% purity by HPLC).

Workup

  1. customThe solvents were evaporated
  2. dissolutionthe residue redissolved in dichloromethane (50 ml)
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-df627f153d374615b217c9c4f4fac428
Source dataset
uspto-grants-2014_08
Patent number
US08796280B2

Reaction notes

Loading…