Hydrochloric Acid → 1-(8-Aza-bicyclo[3.2.1]oct-8-yl)-2-phenyl-4-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-butan-1-one

HRID 975818Notes

Reaction equation

HRID 975818 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[C:4](N2CCNCC2)=[N:5]C=C[CH:8]=1.[CH:17]12[N:24]([C:25](=[O:36])[CH:26]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:27][CH2:28]Cl)[CH:21]([CH2:22][CH2:23]1)[CH2:20][CH2:19][CH2:18]2.[CH:37]([N:40]([CH:43]([CH3:45])C)[CH2:41][CH3:42])([CH3:39])C.[I-].[K+].Cl.C[N:50](C)C=O>>[CH:17]12[N:24]([C:25](=[O:36])[CH:26]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:27][CH2:28][N:50]3[CH2:42][CH2:41][N:40]([C:37]4[CH:39]=[CH:8][C:3]([C:2]([F:16])([F:15])[F:1])=[CH:4][N:5]=4)[CH2:43][CH2:45]3)[CH:21]([CH2:22][CH2:23]1)[CH2:20][CH2:19][CH2:18]2

Participants

7

Reactant 6

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 27777861-[3-(Trifluoromethyl)pyridin-2-yl]piperazineHCID 199683601-(8-Aza-bicyclo[3.2.1]oct-8-yl)-4-chloro-2-phenyl-butan-1-one

Product 1

HCID 199683611-(8-Aza-bicyclo[3.2.1]oct-8-yl)-2-phenyl-4-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-butan-1-one

Procedure

The title compound was prepared from 4-(3-trifluoromethyl-pyridin-2-yl)-piperazine (0.9 g, 3.9 mmole), 1-(8-aza-bicyclo[3.2.1]oct-8-yl)-4-chloro-2-phenyl-butan-1-one (1.6 g, 5.50 mmole), diisopropylethylamine (0.7 g, 5.4 mmole) and potassium iodide (0.8 g, 4.8 mmole) in dimethylformamide (30 mL) in the manner described in example 2 to yield 0.47 g of title product as the hydrochloride 0.3 hydrate, solid foam, m.p. 85°-120° C., (dec.).

Sources & evidence

ORD record
ord-5a3a1b747e124f38a536f029cda75b86
Source dataset
uspto-grants-1997_03
Patent number
US05610154

Reaction notes

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