HCID 67973331, compound → HCID 67975283, compound

HRID 623875Notes

Reaction equation

HRID 623875 reaction equation
[CH3:1][C:2]([CH3:37])([CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[N:21](COCC[Si](C)(C)C)[CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[N:24]=3)=[CH:16][CH:15]=2)=[CH:10][N:9]=1)[C:3]([OH:5])=[O:4]>FC(F)(F)C(O)=O.O>[CH3:1][C:2]([CH3:37])([CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[CH:16][C:17]([C:20]3[NH:24][C:23]([C:25]([F:28])([F:26])[F:27])=[CH:22][N:21]=3)=[CH:18][CH:19]=2)=[CH:10][N:9]=1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 1

HCID 67973331HCID 67973331, compound

Product 1

HCID 67975283HCID 67975283, compoundYield 80.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

In trifluoroacetic acid (10 mL) and water (1 mL) was dissolved 2,2-dimethyl-3-[(5-{4-[4-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl]-phenyl}pyridin-2-yl)oxy]propanoic acid (287 mg), and the mixture was stirred at room temperature overnight. The residue obtained by concentrating the reaction mixture under reduced pressure was dissolved in acetic acid, and the mixture was concentrated under reduced pressure. The obtained solid residue was pulverized by adding ether, collected by filtration, washed with ether and dried to obtain 2,2-dimethyl-3-[(5-{4-[5-(trifluoromethyl)-1H-imidazol-2-yl]phenyl}pyridin-2-yl)oxy]propanoic acid (175 mg).

Workup

  1. customThe residue obtained
  2. concentrationby concentrating the reaction mixture under reduced pressure
  3. dissolutionwas dissolved in acetic acid
  4. concentrationthe mixture was concentrated under reduced pressure
  5. additionby adding ether
  6. filtrationcollected by filtration
  7. washwashed with ether
  8. customdried

Sources & evidence

ORD record
ord-389c667990d74f3f89a23afdb7db0e02
Source dataset
uspto-grants-2016_04
Patent number
US09302996B2

Reaction notes

Loading…