Trifluoroacetic acid → HCID 12043812, compound

HRID 1282022Notes

Reaction equation

HRID 1282022 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:34])[C:16]([NH:18][C:19]2[N:23](C(OC(C)(C)C)=O)[N:22]=[C:21]([CH:31]3[CH2:33][CH2:32]3)[CH:20]=2)=[O:17])=[CH:11][CH:10]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]([CH3:34])[C:16]([NH:18][C:19]2[CH:20]=[C:21]([CH:31]3[CH2:33][CH2:32]3)[NH:22][N:23]=2)=[O:17])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 12043808HCID 12043808, compound

Product 1

HCID 12043812HCID 12043812, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

11.8 g (25.26 mmol) of tert-butyl 5-[(2-{4-[(tert-butoxycarbonyl)amino]phenyl}propanoyl)amino]-3-cyclopropyl-1H-pyrazole-1-carboxylate were dissolved in 200 ml of dichloromethane and 30 ml of trifluoroacetic acid were added. After 2.5 hours at room temperature the solvent was evaporated and the residue taken up with dichloromethane and washed with a saturated solution of sodium hydrogenocarbonate. The organic layer was then dried over sodium sulphate and evaporated to dryness, affording 4.7 g (70% yield) of the title compound.

Workup

  1. customAfter 2.5 hours at room temperature the solvent was evaporated
  2. washwashed with a saturated solution of sodium hydrogenocarbonate
  3. dry with materialThe organic layer was then dried over sodium sulphate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-af6861cfb98f4d7dab38c3e2bd1792e0
Source dataset
uspto-grants-2002_09
Patent number
US06455559B1

Reaction notes

Loading…