HCID 21051115, compound → HCID 28263565, compound

HRID 914975Notes

Reaction equation

HRID 914975 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[C:11](=[O:23])[C:12]([NH:15]C(=O)OC(C)(C)C)([CH3:14])[CH3:13]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:15][C:12]([CH3:14])([CH3:13])[C:11]([N:2]1[CH2:3][CH2:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:1]1)=[O:23]

Participants

4

Reactant 1

HCID 21051115HCID 21051115, compound

Product 1

HCID 28263565HCID 28263565, compoundYield 83.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 41 (0.36 g, 1.1 mmol) in TFA (5 mL) and CH2Cl2 (5 mL) was stirred at room temperature for 40 minutes. The mixture was concentrated in vacuo and the residue was dissolved in EtOAc (50 mL). Upon sequential washings with 1 N NaOH (2×50 mL) and brine (50 mL), the organic solution was dried (Na2SO4) and concentrated to afford 42 (0.20 g, 77%).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in EtOAc (50 mL)
  3. washUpon sequential washings with 1 N NaOH (2×50 mL) and brine (50 mL)
  4. dry with materialthe organic solution was dried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2c5e32ce880444279aa8595fb2143fb9
Source dataset
uspto-grants-2007_09
Patent number
US07265122B2

Reaction notes

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