Beta-Nitrostyrene → HCID 59752542, compound

HRID 2106187Notes

Reaction equation

HRID 2106187 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][NH2:22])=[CH:19][CH:18]=1.[N+]([CH:28]=[CH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([O-])=O>CCO>[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][N:22]2[C:11]3[CH2:10][CH2:9][NH:8][CH2:13][C:12]=3[C:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:28]2)=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7626Beta-NitrostyreneHCID 754524-MethoxybenzylamineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 59752542HCID 59752542, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound (0.19 g) was prepared from 1.51 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 1.0 mL of 4-methoxybenzylamine, and 1.13 g of (2-nitro-vinyl)-benzene, using EtOH as the solvent and omitting SiO2. MS (ESI): exact mass calculated for C21H22N2O, 318.17; found, m/z 319.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.39-7.30 (m, 4H), 7.20-7.15 (m, 1H), 7.14-7.11 (m, 2H), 7.08 (s, 1H), 6.90-6.87 (m, 2H), 5.05 (s, 2H), 4.34 (s, 2H), 3.50 (t, J=6.3 Hz, 2H), 2.88 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-bf0e1c289e064bd2b52f7268bd73cc37
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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