3,5-dimethyl-1H-pyrrole-2-carboxylic acid → N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-3,5-dimethylpyrrole-2-carboxamide

HRID 52123Notes

Reaction equation

HRID 52123 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][C:21]1[CH:25]=[C:24]([CH3:26])[NH:23][C:22]=1[C:27](O)=[O:28]>>[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][NH:19][C:27]([C:22]3[NH:23][C:24]([CH3:26])=[CH:25][C:21]=3[CH3:20])=[O:28])[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 27764683,5-dimethyl-1H-pyrrole-2-carboxylic acidHCID 136724732-Buten-1-amine, 4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-, (Z)-

Product 1

HCID 67725857N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-3,5-dimethylpyrrole-2-carboxamideYield 58%

Procedure

Following a procedure similar to that described in Example 13, but using 4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenylamine and 3,5-dimethylpyrrole-2-carboxylic acid as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as crystals, melting 140°-141° C., in a 58% yield.

Sources & evidence

ORD record
ord-f43412afd4bc4d6098e24a8e03ff5350
Source dataset
uspto-grants-1997_04
Patent number
US05616579

Reaction notes

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