HCID 67110179, compound → HCID 67110253, compound

HRID 133428Notes

Reaction equation

HRID 133428 reaction equation
C([O:5][C:6](=[O:38])[CH:7]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:37]=[CH:36][C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[N:29]=3)=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH:8]([CH3:10])[CH3:9])(C)(C)C>ClC(Cl)C.C(O)(C(F)(F)F)=O>[CH3:9][CH:8]([CH3:10])[CH:7]([NH:11][S:12]([C:15]1[CH:16]=[CH:17][C:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:37]=[CH:36][C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[N:29]=3)=[CH:23][CH:22]=2)=[CH:19][CH:20]=1)(=[O:13])=[O:14])[C:6]([OH:38])=[O:5]

Participants

4

Reactant 1

HCID 67110179HCID 67110179, compound

Product 1

HCID 67110253HCID 67110253, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 63651,1-DichloroethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Step 14B [9058-121-2]: 3-Methyl-2-[4′-(quinolin-2-yloxy)-biphenyl-4-sulfonylamino]-butyric acid tert-butyl ester (164 mg) was dissolved in dichloroethane (12 mL) and hydrolyzed with TFA (4 mL) at room temperature over a period of 4 hrs. Solvent was removed and crude was purified by column chromatography (Eluent 10% MeOH/DCE) to afford 3-Methyl-2-[4′-(quinolin-2-yloxy)-biphenyl-4-sulfonylamino]-butyric acid in 58% yield (84.8 mg).

Workup

  1. customSolvent was removed
  2. customcrude was purified by column chromatography (Eluent 10% MeOH/DCE)

Sources & evidence

ORD record
ord-fe604e12ea9a40799e7eb730318c66a4
Source dataset
uspto-grants-2008_06
Patent number
US07390833B2

Reaction notes

Loading…