Morpholine → 6-Morpholin-4-yl-N-[2-(4-phenoxy-phenyl)-ethyl]-nicotinamide

HRID 1677107Notes

Reaction equation

HRID 1677107 reaction equation
ClC1C=CC(C(O)=O)=CN=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.[NH:52]1[CH2:57][CH2:56][O:55][CH2:54][CH2:53]1>>[N:52]1([C:28]2[CH:51]=[CH:50][C:31]([C:32]([NH:34][CH2:35][CH2:36][C:37]3[CH:42]=[CH:41][C:40]([O:43][C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)=[CH:39][CH:38]=3)=[O:33])=[CH:30][N:29]=2)[CH2:57][CH2:56][O:55][CH2:54][CH2:53]1

Participants

5

Reactant 4

HCID 8083MorpholineHCID 792226-Chloronicotinic acidHCID 1455354-PhenoxyphenethylamineHCID 866269666-chloro-N-[2-(4-phenoxy-phenyl)-ethyl]-nicotinamide

Product 1

HCID 575716996-Morpholin-4-yl-N-[2-(4-phenoxy-phenyl)-ethyl]-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 morpholine. White solid. MS (ISP): 404.6 ([M+H]+)

Sources & evidence

ORD record
ord-bf35b22eb5a444b1b829341362090fe9
Source dataset
uspto-grants-2011_08
Patent number
US08008305B2

Reaction notes

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