Potassium Carbonate → HCID 59351741, compound

HRID 1889509Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:4]=1[CH2:5][N:6]1[C:11](=[O:12])[C:10]2[CH:13]=[C:14]([CH2:16][CH3:17])[S:15][C:9]=2[NH:8][C:7]1=[O:18].Br[CH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[C:39]2[N:43]([CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49])[C:42](=[O:50])[O:41][N:40]=2)=[CH:29][CH:28]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:1][O:2][C:3]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:4]=1[CH2:5][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]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[C:39]3[N:43]([CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49])[C:42](=[O:50])[O:41][N:40]=3)=[CH:29][CH:28]=2)[C:7]1=[O:18]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 3-(2,4-dimethoxybenzyl)-6-ethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (10 g), 3-[4′-(bromomethyl)biphenyl-2-yl]-4-[(2-methoxyethoxy)methyl]-1,2,4-oxadiazol-5(4H)-one (14.5 g), potassium carbonate (8 g) and acetonitrile (500 mL) was stirred at 50° C. for 4 hr. Insoluble material was filtered off, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as colorless crystals (15.5 g, 79%).

Workup

filtrationInsoluble material was filtered off
customthe solvent was evaporated under reduced pressure
customThe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record: ord-2527b686097f437f917c35029a0f79f5
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08501750B2

Reaction notes

Loading…