Hydrogen chloride-ethyl acetate → 6-butyl-3-[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]-2-methyl-5-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-one hydrochloride

HRID 1674161Notes

Reaction equation

HRID 1674161 reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([CH3:11])[N:8]([CH2:12][C:13]2[CH:17]=[C:16]([CH3:18])[N:15]([CH3:19])[N:14]=2)[C:7](=[O:20])[C:6]=1[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[C:34]2[NH:38][C:37](=[O:39])[O:36][N:35]=2)=[CH:24][CH:23]=1)[CH2:2][CH2:3][CH3:4].[ClH:40].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:40].[CH2:1]([C:5]1[N:10]=[C:9]([CH3:11])[N:8]([CH2:12][C:13]2[CH:17]=[C:16]([CH3:18])[N:15]([CH3:19])[N:14]=2)[C:7](=[O:20])[C:6]=1[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[C:34]2[NH:38][C:37](=[O:39])[O:36][N:35]=2)=[CH:24][CH:23]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 1360268446-butyl-3-[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]-2-methyl-5-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-one

Product 1

HCID 1363311256-butyl-3-[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]-2-methyl-5-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-one hydrochlorideYield 68%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 6-butyl-3-[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]-2-methyl-5-{[2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-one (0.25 g) and ethyl acetate (10 mL) was added 4 M hydrochloric acid-ethyl acetate (0.14 mL) at room temperature. The obtained crystallized product was collected by filtration to give the title compound as colorless crystals (0.18 g, 68%).

Workup

  1. customThe obtained crystallized product
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-71898d58cbae403f87773bee0c0fca26
Source dataset
uspto-grants-2011_08
Patent number
US07998968B2

Reaction notes

Loading…