HCID 67287575, compound → HCID 68574130, compound

HRID 2390843Notes

Reaction equation

HRID 2390843 reaction equation
C[O:2][C:3](=[O:41])[C:4]1[CH:9]=[C:8]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])[CH:7]=[CH:6][C:5]=1/[CH:15]=[CH:16]/[C:17]1[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:20]=[C:19]([C:27]2[C:28]([O:33][CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[N:29][CH:30]=[CH:31][CH:32]=2)[CH:18]=1>[Li+].[OH-].CO.C1COCC1>[CH2:34]([O:33][C:28]1[C:27]([C:19]2[CH:18]=[C:17](/[CH:16]=[CH:15]/[C:5]3[CH:6]=[CH:7][C:8]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[CH:9][C:4]=3[C:3]([OH:41])=[O:2])[CH:22]=[C:21]([C:23]([CH3:24])([CH3:26])[CH3:25])[CH:20]=2)=[CH:32][CH:31]=[CH:30][N:29]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

5

Reactant 1

HCID 67287575HCID 67287575, compound

Product 1

HCID 68574130HCID 68574130, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3939Lithium HydroxideSolventHCID 8028TetrahydrofuranSolvent

Procedure

step a—A solution of 199 (0.042 g) in 1 N LiOH (1 mL), MeOH (1 mL) and THF (1 mL) was stirred at 50° C. for 3 h, cooled and concentrated in vacuo. The solution was acidified and extracted with EtOAc. The extracts were washed with brine, dried, filtered and evaporated to afford 2-{(E-2-[3-(2-benzyloxy-pyridin-3-yl)-5-tert-butyl-phenyl]-vinyl}-5-methanesulfonylamino-benzoic acid (199a).

Workup

  1. temperaturecooled
  2. concentrationconcentrated in vacuo
  3. extractionextracted with EtOAc
  4. washThe extracts were washed with brine
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-35b5a1efabc541d3a7ecf0720ccd861e
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

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