Sodium Iodide → HCID 178488609, compound

HRID 16320

Reaction equation

[I-:1].[Na+].C(N(C(C)C)CC)(C)C.[F:12][C:13]1[CH:18]=[CH:17][C:16]([C@@H:19]([N:21]2[CH2:26][CH2:25][CH2:24]/[C:23](=[CH:27]\[C:28]3[CH:33]=[CH:32][C:31]([N:34]4[CH:38]=[C:37]([CH3:39])[N:36]=[CH:35]4)=[C:30]([O:40][CH3:41])[CH:29]=3)/[C:22]2=[O:42])[CH3:20])=[CH:15][CH:14]=1.[C:43]([O:46][CH2:47]Cl)(=[O:45])[CH3:44]>COCCOC>[I-:1].[C:43]([O:46][CH2:47][N+:36]1[C:37]([CH3:39])=[CH:38][N:34]([C:31]2[CH:32]=[CH:33][C:28](/[CH:27]=[C:23]3/[C:22](=[O:42])[N:21]([C@H:19]([C:16]4[CH:17]=[CH:18][C:13]([F:12])=[CH:14][CH:15]=4)[CH3:20])[CH2:26][CH2:25][CH2:24]/3)=[CH:29][C:30]=2[O:40][CH3:41])[CH:35]=1)(=[O:45])[CH3:44]

Participants

Conditions

Temperature: 80 °C

Procedure

Sodium iodide (54 mg) and IPEA (0.05 mL) were added to a DME solution (2 mL) of (E)-1-[(1S)-1-(4-fluorophenyl)ethyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]piperidin-2-one (CAS Registry No. 870843-42-8, 100 mg) and chloromethyl acetate (0.03 mL), and the resulting reaction solution was stirred at 80° C. for 1 hr. The reaction solution was allowed to cool to room temperature, and the precipitated solid was collected by filtration. The obtained solid was washed with diethylether and dried in air to give 70 mg of the title compound. The physical property values of this compound were as follows:

Workup

temperatureto cool to room temperature
filtrationthe precipitated solid was collected by filtration
washThe obtained solid was washed with diethylether
customdried in air

Sources & evidence

ORD record: ord-1ccce0baf73345b08dbb05f44b999e4b
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07737141B2

Linked notes

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