Piperidine → N-[2-(4-Phenoxy-phenyl)-ethyl]-6-pyrrolidin-1-yl-nicotinamide

HRID 1677106Notes

Reaction equation

HRID 1677106 reaction equation
ClC1[CH:10]=[CH:9][C:5](C(O)=O)=[CH:4][N:3]=1.O(C1C=CC(CCN)=CC=1)C1C=CC=CC=1.Cl[C:28]1[CH:51]=[CH:50][C:31]([C:32]([NH:34][CH2:35][CH2:36][C:37]2[CH:42]=[CH:41][C:40]([O:43][C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)=[CH:39][CH:38]=2)=[O:33])=[CH:30][N:29]=1.N1CCCCC1>>[O:43]([C:40]1[CH:41]=[CH:42][C:37]([CH2:36][CH2:35][NH:34][C:32](=[O:33])[C:31]2[CH:50]=[CH:51][C:28]([N:3]3[CH2:4][CH2:5][CH2:9][CH2:10]3)=[N:29][CH:30]=2)=[CH:38][CH:39]=1)[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

Participants

5

Reactant 4

HCID 8082PiperidineHCID 792226-Chloronicotinic acidHCID 1455354-PhenoxyphenethylamineHCID 866269666-chloro-N-[2-(4-phenoxy-phenyl)-ethyl]-nicotinamide

Product 1

HCID 57571685N-[2-(4-Phenoxy-phenyl)-ethyl]-6-pyrrolidin-1-yl-nicotinamide

Procedure

In analogy to example 21, 6-chloro-nicotinic acid was coupled with 4-phenoxyphenethylamine. The intermediate 6-chloro-N-[2-(4-phenoxy-phenyl)-ethyl]-nicotinamide was reacted with piperidine. White solid. MS (ISP): 388.3 ([M+H]+)

Sources & evidence

ORD record
ord-b0845f65dd4d4345abcaaabb9b1d293d
Source dataset
uspto-grants-2011_08
Patent number
US08008305B2

Reaction notes

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