Diisopropylethylamine → HCID 14989574, compound

HRID 1196129Notes

Reaction equation

HRID 1196129 reaction equation
[O:1]=[C:2]1[NH:7][CH:6]=[C:5]([C:8]2([NH:14][C:15](=[O:18])[CH2:16]Cl)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:4]=[CH:3]1.Cl.[F:20][C:21]1[CH:34]=[CH:33][C:24]([C:25]([CH:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[O:26])=[CH:23][CH:22]=1.C(N(C(C)C)CC)(C)C>C(#N)C>[O:1]=[C:2]1[NH:7][CH:6]=[C:5]([C:8]2([NH:14][C:15](=[O:18])[CH2:16][N:30]3[CH2:31][CH2:32][CH:27]([C:25](=[O:26])[C:24]4[CH:23]=[CH:22][C:21]([F:20])=[CH:34][CH:33]=4)[CH2:28][CH2:29]3)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:4]=[CH:3]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 3084438p-Fluorophenyl 4-piperidyl ketone hydrochlorideHCID 14989573HCID 14989573, compound

Product 1

HCID 14989574HCID 14989574, compoundYield 63.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of N-[1-(1,6-dihydro-6-oxo-3-pyridinyl)cyclohexyl]chloroacetamide (1.74 g), 4-(4-fluorobenzoyl)piperidine hydrochloride (1.57 g) and diisopropylethylamine (1.67 g) was heated in 35 ml of refluxing acetonitrile for 1 hour. The resulting suspension was cooled to room temperature and the solid was collected, yielding 1.8 g of solid. Recrystallization from methanol gave 1.1 g of product as a solid, m.p. 243°-245° C. (dec).

Workup

  1. customthe solid was collected

Sources & evidence

ORD record
ord-050f638b1efb4d86824306250f16231a
Source dataset
uspto-grants-1992_05
Patent number
US05112981

Reaction notes

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