Potassium Carbonate → N-(2-(1-benzylpiperidin-4-yl)ethyl)benzo[d]isoxazol-3-amine

HRID 2268178Notes

Reaction equation

HRID 2268178 reaction equation
Cl[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][N:3]=1.[NH2:11][CH2:12][CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16][CH2:15]1.C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[C:21]1([CH2:20][N:17]2[CH2:18][CH2:19][CH:14]([CH2:13][CH2:12][NH:11][C:2]3[C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=4[O:4][N:3]=3)[CH2:15][CH2:16]2)[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 18670022-(1-Benzylpiperidin-4-yl)ethan-1-amineHCID 27797803-Chloro-1,2-benzoxazole

Product 1

HCID 10449628N-(2-(1-benzylpiperidin-4-yl)ethyl)benzo[d]isoxazol-3-amineYield 15.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The procedure described in Example 21 was followed with 3-chloro-1,2-benzisoxazole (0.682 g, 4.44 mmol), 4-aminoethyl-1-phenylmethyl piperidine (0.970 g, 4.44 mmol), and K2CO3 (0.614 g, 4.44 mmol) in DMSO (30 mL). After purification, the title compound (0.231 g, 15%) was obtained as a pale yellow oil.

Workup

  1. customAfter purification

Sources & evidence

ORD record
ord-3ee5e4af04cc4e358b7ab5e185871f0b
Source dataset
uspto-grants-2001_12
Patent number
US06326382B1

Reaction notes

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