HCID 68676353, compound → HCID 69665666, compound

HRID 1160321Notes

Reaction equation

HRID 1160321 reaction equation
C([O:5][C:6](=[O:38])[CH2:7][CH:8]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]2[CH:23]=[C:24]([C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=3)[CH:25]=[CH:26][CH:27]=2)=[CH:16][CH:15]=1)[C:9]([N:11]([CH3:13])[CH3:12])=[O:10])(C)(C)C>ClCCl.C(O)(C(F)(F)F)=O>[F:35][C:34]([F:36])([F:37])[C:31]1[CH:30]=[CH:29][C:28]([C:24]2[CH:25]=[CH:26][CH:27]=[C:22]([CH2:21][O:20][C:17]3[CH:18]=[CH:19][C:14]([CH:8]([C:9]([N:11]([CH3:13])[CH3:12])=[O:10])[CH2:7][C:6]([OH:38])=[O:5])=[CH:15][CH:16]=3)[CH:23]=2)=[CH:33][CH:32]=1

Participants

3

Reactant 1

HCID 68676353HCID 68676353, compound

Product 1

HCID 69665666HCID 69665666, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

Ester 50.4 (48 mg, 0.09 mmol) was dissolved in dichloromethane/TFA solution (3:1, 2 mL). The resulting mixture was stirred at room temperature for 2 h. The solvent removed under reduced pressure, and the product was purified on reserve phase HPLC to yield acid 50 (30 mg). MS ESI (pos.) m/e: 472 (M+H).

Workup

  1. customThe solvent removed under reduced pressure
  2. customthe product was purified on reserve phase HPLC

Sources & evidence

ORD record
ord-844ea700e77e440d968f1d765c776f05
Source dataset
uspto-grants-2010_10
Patent number
US07816367B2

Reaction notes

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