HCID 22033504, compound → HCID 22033482, compound

HRID 325038Notes

Reaction equation

HRID 325038 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([O:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=2)[CH:10]=1)=O)(C)(C)C>FC(F)(F)C(O)=O.C(Cl)Cl>[NH2:8][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([O:16][CH2:17][CH2:18][C:19]2[CH:20]=[CH:21][C:22]([C:25]#[N:26])=[CH:23][CH:24]=2)[CH:10]=1

Participants

4

Reactant 1

HCID 22033504HCID 22033504, compound

Product 1

HCID 22033482HCID 22033482, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

t-Butyloxycarbonylamino-3-[2-(4-cyanophenyl)ethoxy]-5-methylbenzene (1.55 g; 4.4 mmol; from step (ii) above) was stirred in a mixture of trifluoroacetic acid (10 mL) and methylene chloride (10 mL) for 3 hours. The solvent was removed in vacuo. The residue was dissolved in EtOAc (50 mL), washed with Na2CO3/aq (sat.) and water, dried (Na2CO3) and the solvent was removed to afford a yellow oil, which crystallized upon standing. Yield: 1.19 g (100%).

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in EtOAc (50 mL)
  3. washwashed with Na2CO3/aq (sat.) and water
  4. dry with materialdried (Na2CO3)
  5. customthe solvent was removed
  6. customto afford a yellow oil, which
  7. customcrystallized

Sources & evidence

ORD record
ord-c15134ee6d0f4270b204ee28bc924fa9
Source dataset
uspto-grants-2001_04
Patent number
US06221898B1

Reaction notes

Loading…