Potassium Carbonate → 1-[4-(1,3-Benzodioxol-5-yl)-3-cyclohexen-1-yl]-4-[(2,5-difluorophenyl)methyl]piperazine

HRID 1858943Notes

Reaction equation

HRID 1858943 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[CH2:4]Br.[O:11]1[C:15]2[CH:16]=[CH:17][C:18]([C:20]3[CH2:25][CH2:24][CH:23]([N:26]4[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]4)[CH2:22][CH:21]=3)=[CH:19][C:14]=2[O:13][CH2:12]1.C([O-])([O-])=O.[K+].[K+]>>[O:11]1[C:15]2[CH:16]=[CH:17][C:18]([C:20]3[CH2:25][CH2:24][CH:23]([N:26]4[CH2:31][CH2:30][N:29]([CH2:4][C:3]5[CH:6]=[C:7]([F:10])[CH:8]=[CH:9][C:2]=5[F:1])[CH2:28][CH2:27]4)[CH2:22][CH:21]=3)=[CH:19][C:14]=2[O:13][CH2:12]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 5228302-(Bromomethyl)-1,4-difluorobenzeneHCID 221220621-[4-(1,3-Benzodioxol-5-yl)-3-cyclohexen-1-yl]piperazine

Product 1

HCID 221220701-[4-(1,3-Benzodioxol-5-yl)-3-cyclohexen-1-yl]-4-[(2,5-difluorophenyl)methyl]piperazine

Procedure

The title compound was prepared from 2,5-difluorobenzyl bromide (0.21 g, 1 mmole), and 1-[4-(1,3-benzodioxol-5-yl)-3-cyclohexen-1-yl]piperazine (0.29 g, 1 mmole), and excess powdered K2CO3 as described in example 45 to give the product (62%, mp: 108-109° C.). Calc'd for C24H26F2N2O2 : C, 69.88%; H, 6.35%; N, 6.79%. Found: C, 69.82; H, 6.35%; N, 6.69%.

Sources & evidence

ORD record
ord-def3c8503a4040c5b3bac135c7ec0b68
Source dataset
uspto-grants-2000_11
Patent number
US06153611

Reaction notes

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