Trifluoroacetic acid → HCID 178513662, compound

HRID 2284763Notes

Reaction equation

HRID 2284763 reaction equation
C([O:8][C:9]1[C:14]([I:15])=[CH:13][N:12]=[C:11]([NH:16][C:17]2[CH:25]=[CH:24][C:20]([C:21]([NH2:23])=[O:22])=[CH:19][CH:18]=2)[N:10]=1)C1C=CC=CC=1.FC(F)(F)C(O)=O>>[OH:8][C:9]1[C:14]([I:15])=[CH:13][N:12]=[C:11]([NH:16][C:17]2[CH:18]=[CH:19][C:20]([C:21]([NH2:23])=[O:22])=[CH:24][CH:25]=2)[N:10]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 900522984-((4-(Benzyloxy)-5-iodopyrimidin-2-yl)amino)benzamide

Product 1

HCID 178513662HCID 178513662, compoundYield 59.6%

Conditions

Temperature
45 °C

Procedure

To 4-((4-(benzyloxy)-5-iodopyrimidin-2-yl)amino)benzamide (J10, 2.84 g), trifluoroacetic acid (25 mL) was added at room temperature, and the mixture was stirred at 40 to 50° C. for 8 hours. The reaction mixture was cooled to room temperature, and then the solvent was evaporated under reduced pressure. The obtained solid matter was washed with a mixed solvent of diisopropyl ether and chloroform, and then dried under reduced pressure to obtain 4-((4-hydroxy-5-iodopyrimidin-2-yl)amino)benzamide (J11, 1.35 g) as pale brown solid.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. washThe obtained solid matter was washed with a mixed solvent of diisopropyl ether and chloroform
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-f5716d83dcbe446fbfb086d715b33c2e
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

Loading…