Potassium Carbonate → HCID 178429506, compound

HRID 577111Notes

Reaction equation

HRID 577111 reaction equation
Cl.Cl[CH2:3][C:4]1[N:8]([CH2:9][CH:10]([CH3:12])[CH3:11])[CH:7]=[N:6][CH:5]=1.[CH3:13][C:14]1[N:19]=[C:18]([SH:20])[N:17]=[C:16]([OH:21])[CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:13][C:14]1[N:19]=[C:18]([S:20][CH2:3][C:4]2[N:8]([CH2:9][CH:10]([CH3:12])[CH3:11])[CH:7]=[N:6][CH:5]=2)[N:17]=[C:16]([OH:21])[CH:15]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 18670909HCID 18670909, compoundHCID 178429541HCID 178429541, compound

Product 1

HCID 178429506HCID 178429506, compoundYield 102%

Procedure

To a solution of 5-(chloromethyl)-1-(2-methylpropyl)-1H-imidazole hydrochloride (1.0 g, 4.89 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (0.546 g, 3.84 mmol), and potassium carbonate (0.677 g, 4.90 mmol) was added. The reaction mixture was stirred at room temperature overnight. Potassium carbonate was filtered, and the solvent was evaporated, affording the title compound as a white solid (1.09 g, 82% yield); 1H NMR (400 MHz, DMSO-d6): δ 0.82 (d, J=6.6 Hz, 6H), 2.01 (m, 1H), 2.21 (s, 3H), 3.75 (d, J=7.6 Hz, 2H), 4.47 (s, 2H), 6.03 (bs, 1H), 6.88 (s, 1H), 7.58 (s, 1H); M+1 279.3.

Workup

  1. filtrationPotassium carbonate was filtered
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-f245ac09b18b42d3b713c172e105eef3
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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