4-Chloro-3-nitrobenzophenone → Tert-butyl 1-(4-benzoyl-2-nitro phenyl)piperidin-4-ylcarbamate

HRID 69842

Reaction equation

HRID 69842 reaction equation
Cl[C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17].[C:19]([NH:26][CH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>CN1C(=O)CCC1>[C:6]([C:5]1[CH:14]=[CH:15][C:2]([N:30]2[CH2:29][CH2:28][CH:27]([NH:26][C:19](=[O:20])[O:21][C:22]([CH3:24])([CH3:23])[CH3:25])[CH2:32][CH2:31]2)=[C:3]([N+:16]([O-:18])=[O:17])[CH:4]=1)(=[O:7])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 417434-Chloro-3-nitrobenzophenoneHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 60507461Tert-butyl 1-(4-benzoyl-2-nitro phenyl)piperidin-4-ylcarbamateYield 95%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Method 1 was followed using 4-chloro-3-nitrobenzophenone (1.0 eq), 4-(N-Boc-amino) piperidine (1.1 eq), and TEA (2.0 eq) in NMP yielding tert-butyl 1-(4-benzoyl-2-nitro phenyl)piperidin-4-ylcarbamate (95%). LCMS (m/z): 426.2 (MH+); LC Rt=3.46 min.

Sources & evidence

ORD record
ord-b382a4b1ab324815b06a0b26f8b5ee2d
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Linked notes

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