Acetic Acid → HCID 57411215, compound

HRID 623905Notes

Reaction equation

HRID 623905 reaction equation
[CH3:1][C:2]([CH3:38])([CH2:6][O:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([C:15]2[CH:20]=[N:19][C:18]([C:21]3[N:22](COCC[Si](C)(C)C)[CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[N:25]=3)=[CH:17][N:16]=2)=[CH:10][N:9]=1)[C:3]([OH:5])=[O:4].CC(C)(COC1C=C(C)C(C2C=NC(C3N(COCC[Si](C)(C)C)C(C(F)(F)F)=CN=3)=CN=2)=CN=1)C(O)=O.C(O)(=O)C>FC(F)(F)C(O)=O.O>[CH3:1][C:2]([CH3:38])([CH2:6][O:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([C:15]2[CH:20]=[N:19][C:18]([C:21]3[NH:25][C:24]([C:26]([F:28])([F:27])[F:29])=[CH:23][N:22]=3)=[CH:17][N:16]=2)=[CH:10][N:9]=1)[C:3]([OH:5])=[O:4]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 67973519HCID 67973519, compoundHCID 67975348HCID 67975348, compound

Product 1

HCID 57411215HCID 57411215, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

In trifluoroacetic acid (3.1 mL) and water (0.31 mL) was dissolved the mixture of 2,2-dimethyl-3-[(4-methyl-5-{5-[4-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]-methyl}-1H-imidazol-2-yl]pyrazin-2-yl}pyridin-2-yl)oxy]propanoic acid and 2,2-dimethyl-3-[(4-methyl-5-{5-[5-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl]pyrazin-2-yl}pyridin-2-yl)oxy]-propanoic acid obtained in the above-mentioned 5), and the solution was stirred at room temperature. Acetic acid was added to the residue obtained by concentrating the solution under reduced pressure, and the resulting mixture was concentrated under reduced pressure. Isopropyl ether was added to the solid residue to pulverize the same, and the pulverized material was dried to obtain 2,2-dimethyl-3-[(4-methyl-5-{5-[5-(trifluoromethyl)-1H-imidazol-2-yl]pyrazin-2-yl}pyridin-2-yl)oxy]propanoic acid (197 mg).

Workup

  1. customobtained in the above-mentioned 5), and the solution
  2. customobtained
  3. concentrationby concentrating the solution under reduced pressure
  4. concentrationthe resulting mixture was concentrated under reduced pressure
  5. additionIsopropyl ether was added to the solid residue
  6. customwas dried

Sources & evidence

ORD record
ord-97eb12afe1b84548ac7d042e64683527
Source dataset
uspto-grants-2016_04
Patent number
US09302996B2

Reaction notes

Loading…