HCID 58625199, compound → HCID 178519213, compound

HRID 456796Notes

Reaction equation

HRID 456796 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:22]2[CH2:26][C@H:25]([CH2:27][N:28]3[CH:32]=[CH:31][N:30]=[N:29]3)[O:24][C:23]2=[O:33])[CH:5]=[CH:6][C:7]=1[C:8]1[N:9]=[N:10][N:11](CC2C=CC(OC)=CC=2)[CH:12]=1>FC(F)(F)C(O)=O>[F:1][C:2]1[CH:3]=[C:4]([N:22]2[CH2:26][C@H:25]([CH2:27][N:28]3[CH:32]=[CH:31][N:30]=[N:29]3)[O:24][C:23]2=[O:33])[CH:5]=[CH:6][C:7]=1[C:8]1[N:9]=[N:10][NH:11][CH:12]=1

Participants

3

Reactant 1

HCID 58625199HCID 58625199, compound2×

Product 1

HCID 178519213HCID 178519213, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
65 °C

Procedure

(5R)-3-{3-Fluoro-4-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]phenyl}-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (Intermediate 15, 1.12 g, 2.49 mnol) was dissolved in trifluoroacetic acid (20 ml) and stirred at 65° C. overnight. The solution was concentrated then diluted with water until a precipitate formed. The light green solid was recrystallized using acetone and methanol to give the desired product as a beige solid (0.782 g).

Workup

  1. concentrationThe solution was concentrated
  2. additionthen diluted with water until a precipitate
  3. customformed
  4. customThe light green solid was recrystallized

Sources & evidence

ORD record
ord-67b95cdbfbb243998935990f258fba6e
Source dataset
uspto-grants-2007_03
Patent number
US07186738B2

Reaction notes

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