Dimethylformamide → HCID 11726679, compound

HRID 1245328Notes

Reaction equation

HRID 1245328 reaction equation
CN(C=O)C.[CH2:6]([C:9]1[C:17]2[O:16][N:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[C:13]=2[CH:12]=[CH:11][C:10]=1[O:22][CH2:23][CH2:24][CH2:25]Br)[CH2:7][CH3:8].[NH:27]1[CH2:31][CH2:30][NH:29][C:28]1=[O:32]>C(OCC)(=O)C>[CH2:6]([C:9]1[C:17]2[O:16][N:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[C:13]=2[CH:12]=[CH:11][C:10]=1[O:22][CH2:23][CH2:24][CH2:25][N:27]1[CH2:31][CH2:30][NH:29][C:28]1=[O:32])[CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 84532-ImidazolidinoneHCID 12031259HCID 12031259, compound

Product 1

HCID 11726679HCID 11726679, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a DMF solution (5 mL) of 7-propyl-3-(trifluoromethyl)-6-(3-bromopropyloxy)-1,2-benzisoxazole as prepared in Example 7 (322 mg, 0.88 mmol), was added 2-imidazolidinone (320 mg, 3.52 mmol) and CsCO3 (320 mg, 0.97 mmol) then stirred at room temperature overnight. After aqueous work-up and silica gel chromatography (hexanes: 70% ethyl acetate), the title compound was obtained.

Sources & evidence

ORD record
ord-f123d5ddf28d4eb4bd0f93e921cd124b
Source dataset
uspto-grants-2006_10
Patent number
US07125865B2

Reaction notes

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