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1,3,5-trimethyl-1H-pyrazole-4-carboxylic acid → 1,3,5-Trimethyl-N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]pyrazole-4-carboxamide

HRID 52061
Notes
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Reaction equation

HRID 52061 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.[CH3:20][N:21]1[C:25]([CH3:26])=[C:24]([C:27](O)=[O:28])[C:23]([CH3:30])=[N:22]1>>[CH3:20][N:21]1[C:25]([CH3:26])=[C:24]([C:27]([NH:19][CH2:18]/[CH:17]=[CH:16]\[CH2:15][O:14][C:10]2[CH:9]=[C:8]([CH2:7][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:13]=[CH:12][N:11]=2)=[O:28])[C:23]([CH3:30])=[N:22]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7365141,3,5-trimethyl-1H-pyrazole-4-carboxylic acidHCID 13672473(Z)-4-((4-(Piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-amine

Product 1

HCID 677259411,3,5-Trimethyl-N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]pyrazole-4-carboxamideYield 69%

Procedure

Following a procedure similar to that described in Example 13, but using 4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenylamine and 1,3,5-trimethyl-4-pyrazolecarboxylic acid as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as a white powder, melting at 75°-77° C., in a 69% yield.

Sources & evidence

ORD record
ord-97634292eed04e4eaaf1d549f2eb5695
Source dataset
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05616579

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes