Potassium Carbonate → HCID 59351619, compound

HRID 1889335Notes

Reaction equation

HRID 1889335 reaction equation
[C:1]1([CH2:7][CH2:8][N:9]2[C:14](=[O:15])[C:13]3[CH:16]=[CH:17][S:18][C:12]=3[NH:11][C:10]2=[O:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[C:29]([C:34]#[N:35])=[CH:30][CH:31]=[CH:32][CH:33]=2)=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[O:19]=[C:10]1[N:11]([CH2:21][C:22]2[CH:23]=[CH:24][C:25]([C:28]3[C:29]([C:34]#[N:35])=[CH:30][CH:31]=[CH:32][CH:33]=3)=[CH:26][CH:27]=2)[C:12]2[S:18][CH:17]=[CH:16][C:13]=2[C:14](=[O:15])[N:9]1[CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15019124'-(Bromomethyl)-2-cyanobiphenylHCID 59351592HCID 59351592, compound

Product 1

HCID 59351619HCID 59351619, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 3-(2-phenylethyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (2.9 g), 4′-(bromomethyl)biphenyl-2-carbonitrile (3.2 g), potassium carbonate (2.9 g) and acetonitrile (150 mL) was stirred at room temperature for 2 hr. Insoluble material was filtered off, and the filtrate was concentrated. The obtained residue was purified by silica gel column chromatography to give the title compound as a pale-yellow solid (4.8 g, 97%).

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-69d7ab7f2b68446b8076e39ced411bc5
Source dataset
uspto-grants-2013_08
Patent number
US08501750B2

Reaction notes

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