Imidazole → HCID 57664822, compound

HRID 1717415Notes

Reaction equation

CS(O[CH2:6][CH2:7][CH2:8][C:9]1[N:13]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([NH:22][CH2:23][CH3:24])=[O:21])=[CH:16][CH:15]=2)[N:12]=[N:11][C:10]=1[C:25]([NH:27][CH:28]1[CH2:30][CH2:29]1)=[O:26])(=O)=O.C(=O)([O-])[O-].[K+].[K+].[NH:37]1[CH:41]=[CH:40][N:39]=[CH:38]1>C(#N)C>[CH:28]1([NH:27][C:25]([C:10]2[N:11]=[N:12][N:13]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([NH:22][CH2:23][CH3:24])=[O:21])=[CH:16][CH:15]=3)[C:9]=2[CH2:8][CH2:7][CH2:6][N:37]2[CH:41]=[CH:40][N:39]=[CH:38]2)=[O:26])[CH2:29][CH2:30]1

Participants

Conditions

Temperature: 80 °C

Procedure

(4-[(Cyclopropylamino)carbonyl]-1-{4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazol-5-yl)propyl methanesulfonate (218 mg, 0.5 mmol) obtained in Example 1201a), potassium carbonate (83 mg, 0.6 mmol, 1.2 eq.) and imidazole (41 mg, 0.6 mmol, 1.2 eq.) were suspended in acetonitrile (5.0 ml) and the mixture was stirred at 80° C. for 10 hr. The mixture was concentrated to dryness, and the residue was purified by silica gel column (hexane/ethyl acetate=1/1 to ethyl acetate/methanol=4/1) to give the title compound as a colorless powder (42 mg, 21%).

Workup

concentrationThe mixture was concentrated to dryness
customthe residue was purified by silica gel column (hexane/ethyl acetate=1/1 to ethyl acetate/methanol=4/1)

Sources & evidence

ORD record: ord-8d747c361bc646d2afe608503915d3fe
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07803822B2

Reaction notes

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