1-(2-Methoxyethyl)piperazine → 1-(Benzo[d][1,3]dioxol-5-yl)-N-(5-((4-(2-hydroxyethyl)piperazin-1-yl)(2-methoxyphenyl)methyl)pyridin-2-yl)cyclopropanecarboxamide

HRID 39494Notes

Reaction equation

HRID 39494 reaction equation
CS(OC[CH:7]([C:16]1[CH:17]=[N:18][C:19]([NH:22][C:23]([C:25]2([C:28]3[CH:36]=[CH:35][C:31]4[O:32][CH2:33][O:34][C:30]=4[CH:29]=3)[CH2:27][CH2:26]2)=[O:24])=[CH:20][CH:21]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][CH3:15])(=O)=O.C[O:38][CH2:39][CH2:40][N:41]1[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]1.O1C2C=CC(C3(C(NC4C=CC(C(N(C)C)C5C=CC=CC=5OC)=CN=4)=O)CC3)=CC=2OC1>>[O:32]1[C:31]2[CH:35]=[CH:36][C:28]([C:25]3([C:23]([NH:22][C:19]4[CH:20]=[CH:21][C:16]([CH:7]([N:44]5[CH2:45][CH2:46][N:41]([CH2:40][CH2:39][OH:38])[CH2:42][CH2:43]5)[C:8]5[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=5[O:14][CH3:15])=[CH:17][N:18]=4)=[O:24])[CH2:26][CH2:27]3)=[CH:29][C:30]=2[O:34][CH2:33]1

Participants

4

Reactant 3

HCID 27346381-(2-Methoxyethyl)piperazineHCID 442364971-(benzo[d][1,3]dioxol-5-yl)-N-(5-((dimethylamino)(2-methoxyphenyl)methyl)pyridin-2-yl)cyclopropanecarboxamideHCID 86672727(6-(1-(Benzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)pyridin-3-yl)(2-methoxyphenyl)ethyl methanesulfonate

Product 1

HCID 442365931-(Benzo[d][1,3]dioxol-5-yl)-N-(5-((4-(2-hydroxyethyl)piperazin-1-yl)(2-methoxyphenyl)methyl)pyridin-2-yl)cyclopropanecarboxamide

Procedure

1-(Benzo[d][1,3]dioxol-5-yl)-N-(5-((4-(2-hydroxyethyl)piperazin-1-yl)(2-methoxyphenyl)methyl)pyridin-2-yl)cyclopropanecarboxamide was prepared from (6-(1-(benzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)pyridin-3-yl)(2-methoxyphenyl)ethyl methanesulfonate and 1-(2-methoxyethyl)piperazine in a manner analogous to that of 1-(benzo[d][1,3]dioxol-5-yl)-N-(5-((dimethylamino)(2-methoxyphenyl)methyl)pyridin-2-yl)cyclopropanecarboxamide.

Sources & evidence

ORD record
ord-cac7d28891d74e29b74becef1f880ba4
Source dataset
uspto-grants-2013_09
Patent number
US08524910B2

Reaction notes

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