5-Phenyl-3-isoxazolecarboxylic acid → 5-Phenyl-N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]isoxazole-3-carboxamide

HRID 52068Notes

Reaction equation

HRID 52068 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH2:15]/[CH:16]=[CH:17]\[CH2:18][NH2:19])[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:20]1([C:26]2[O:30][N:29]=[C:28]([C:31](O)=[O:32])[CH:27]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[C:20]1([C:26]2[O:30][N:29]=[C:28]([C:31]([NH:19][CH2:18]/[CH:17]=[CH:16]\[CH2:15][O:14][C:10]3[CH:9]=[C:8]([CH2:7][N:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)[CH:13]=[CH:12][N:11]=3)=[O:32])[CH:27]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 1519165-Phenyl-3-isoxazolecarboxylic acidHCID 136724732-Buten-1-amine, 4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-, (Z)-

Product 1

HCID 677258885-Phenyl-N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]isoxazole-3-carboxamideYield 50%

Procedure

Following a procedure similar to that described in Example 13, but using 4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenylamine and 5-phenyl-3-isoxazolecarboxylic acid as starting materials, in relative proportions similar to those used in that Example, the title compound, melting at 105°-106° C., was obtained as colorless prisms in a 50% yield.

Sources & evidence

ORD record
ord-74aeaa0d808e4611b3229156476228f2
Source dataset
uspto-grants-1997_04
Patent number
US05616579

Reaction notes

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