Potassium Carbonate → 1-[1-(3,3-Diphenylpropyl)-piperidin-4-yl]benzotriazole

HRID 1611654Notes

Reaction equation

HRID 1611654 reaction equation
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH2:9]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[N:18]1([CH:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[N:20]=[N:19]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH2:9][N:30]2[CH2:29][CH2:28][CH:27]([N:18]3[C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=4[N:20]=[N:19]3)[CH2:32][CH2:31]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 883331,1'-(3-Bromopropylidene)bisbenzeneHCID 27793801-(Piperidin-4-yl)-1H-benzotriazole--hydrogen chloride (1/1)

Product 1

HCID 101353921-[1-(3,3-Diphenylpropyl)-piperidin-4-yl]benzotriazoleYield 41%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure shown in Example 2 was followed except that 3,3-diphenylpropyl bromide (570 mg, 2.1 mmol), 4-benzotriazol-1-yl-piperidine hydrochloride (250 mg, 1.05 mmol), potassium carbonate (580 mg, 4.2 mmol) and DMF (5 ml) were used to give the title compound as a gum (170 mg, 0.43 mmol); NMR: 2.2 (m, 9H), 3.0 (m, 2H), 4.0 (m, 2H), 4.8 (m, 1H), 7.1 (m, 2H), 7.3 (m, 9H), 7.5 (t, 1H), 7.8 (d, 1H) and 8.05 (d, 1H); MS: 397.

Sources & evidence

ORD record
ord-9985f53f2aeb453ab47656ece3d19f48
Source dataset
uspto-grants-2006_01
Patent number
US06989393B2

Reaction notes

Loading…