2-Methoxy-n-(3-(1-(2-(methylamino)ethyl)piperidin-4-yl)phenyl)benzamide → 2-Methoxy-n-(2-nitro-4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl)benzamide

HRID 2196576Notes

Reaction equation

HRID 2196576 reaction equation
[CH3:1][O:2][C:3]1[CH:27]=[CH:26][CH:25]=[CH:24][C:4]=1[C:5](NC1C=CC=C(C2CCN(CCNC)CC2)C=1)=[O:6].[NH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH2:40][CH2:39][N:38](C(OC(C)(C)C)=O)[CH2:37][CH:36]=2)=[CH:31][C:30]=1[N+:48]([O-:50])=[O:49]>>[CH3:1][O:2][C:3]1[CH:27]=[CH:26][CH:25]=[CH:24][C:4]=1[C:5]([NH:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH:36]=2)=[CH:31][C:30]=1[N+:48]([O-:50])=[O:49])=[O:6]

Participants

3

Reactant 2

HCID 598431802-Methoxy-n-(3-(1-(2-(methylamino)ethyl)piperidin-4-yl)phenyl)benzamideHCID 59843222tert-butyl 4-(4-amino-3-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Product 1

HCID 598431962-Methoxy-n-(2-nitro-4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl)benzamideYield 71%

Procedure

The title compound 202 (1.04 g, 2.22 mmol, 71%) was prepared following the procedures described for the synthesis of 192 (scheme 33, Example 36, steps 5 and 6) using 201 (1.00 g, 3.13 mmol) in place of 190. LRMS (ESI): calc. 353.1, found 411.3 (MH)+.

Sources & evidence

ORD record
ord-494cc6c5c36b41ce9114254ebf87b5d7
Source dataset
uspto-grants-2012_12
Patent number
US08338437B2

Reaction notes

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