Trifluoroacetic acid → HCID 59351518, compound

HRID 1889376Notes

Reaction equation

HRID 1889376 reaction equation
COC1C=C(OC)C=CC=1C[N:6]1[C:11](=[O:12])[C:10]2[CH:13]=[C:14]([CH2:16][C:17]([F:20])([F:19])[F:18])[S:15][C:9]=2[N:8]([CH2:21][C:22]2[C:27]([F:28])=[CH:26][C:25]([C:29]3[C:30]([C:35]#[N:36])=[CH:31][CH:32]=[CH:33][CH:34]=3)=[CH:24][C:23]=2[F:37])[C:7]1=[O:38].FC(F)(F)C(O)=O>C1(C)C=CC=CC=1>[O:38]=[C:7]1[N:8]([CH2:21][C:22]2[C:27]([F:28])=[CH:26][C:25]([C:29]3[C:30]([C:35]#[N:36])=[CH:31][CH:32]=[CH:33][CH:34]=3)=[CH:24][C:23]=2[F:37])[C:9]2[S:15][C:14]([CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:13][C:10]=2[C:11](=[O:12])[NH:6]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59351714HCID 59351714, compound

Product 1

HCID 59351518HCID 59351518, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 4′-{[3-(2,4-dimethoxybenzyl)-2,4-dioxo-6-(2,2,2-trifluoroethyl)-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}-3′,5′-difluorobiphenyl-2-carbonitrile (1.71 g) and trifluoroacetic acid (20 mL) was stirred at 50° C. for 2 hr. To the reaction mixture was added toluene (20 mL), and the mixture was concentrated under reduced pressure. To the obtained residue was added ethyl acetate (20 mL), and the mixture was concentrated under reduced pressure. The precipitated solid was collected by filtration to give the title compound as a colorless solid (1.3 g, 100%).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. additionTo the obtained residue was added ethyl acetate (20 mL)
  3. concentrationthe mixture was concentrated under reduced pressure
  4. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-445890b757ea470b93733486f73b8c5d
Source dataset
uspto-grants-2013_08
Patent number
US08501750B2

Reaction notes

Loading…