Trifluoroacetic acid → HCID 59351634, compound

HRID 1889510Notes

Reaction equation

HRID 1889510 reaction equation
COC1C=C(OC)C=CC=1C[N:6]1[C:11](=[O:12])[C:10]2[CH:13]=[C:14]([CH2:16][CH3:17])[S:15][C:9]=2[N:8]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[N:35]([CH2:36][O:37][CH2:38][CH2:39][O:40][CH3:41])[C:34](=[O:42])[O:33][N:32]=3)=[CH:21][CH:20]=2)[C:7]1=[O:43].FC(F)(F)C(O)=O>C1(C)C=CC=CC=1>[CH2:16]([C:14]1[S:15][C:9]2[N:8]([CH2:18][C:19]3[CH:20]=[CH:21][C:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[C:31]4[N:35]([CH2:36][O:37][CH2:38][CH2:39][O:40][CH3:41])[C:34](=[O:42])[O:33][N:32]=4)=[CH:23][CH:24]=3)[C:7](=[O:43])[NH:6][C:11](=[O:12])[C:10]=2[CH:13]=1)[CH3:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59351741HCID 59351741, compound

Product 1

HCID 59351634HCID 59351634, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 3-(2,4-dimethoxybenzyl)-6-ethyl-1-[(2′-{4-[(2-methoxyethoxy)methyl]-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl}biphenyl-4-yl)methyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (15.5 g) and trifluoroacetic acid (100 mL) was stirred at 50° C. for 3 hr. To the reaction mixture was added toluene (100 mL), and the mixture was concentrated under reduced pressure. The precipitated solid was collected by filtration to give the title compound as colorless crystals (11.7 g, 99%).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-5246f20411f24569b26c5434933c5a7b
Source dataset
uspto-grants-2013_08
Patent number
US08501750B2

Reaction notes

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