2,4-Dichlorobenzylamine → HCID 59752671, compound

HRID 2106189Notes

Reaction equation

HRID 2106189 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=O)(C)(C)C.[Cl:15][C:16]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:17]=1[CH2:18][NH2:19].[N+]([CH:28]=[CH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([O-])=O>CCO>[Cl:15][C:16]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:17]=1[CH2:18][N:19]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:13][C:12]=2[C:29]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:28]1

Participants

5

Reactant 3

HCID 14852,4-DichlorobenzylamineHCID 7626Beta-NitrostyreneHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 59752671HCID 59752671, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound (0.43 g) was prepared from 0.55 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 370 μL of 2,4-dichlorobenzylamine, and 0.41 g of (2-nitro-vinyl)-benzene, using EtOH as the solvent. MS (ESI): exact mass calculated for C20H18Cl2N2, 356.08; found, m/z 357.1 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.55-7.50 (m, 2H), 7.37-7.29 (m, 4H), 7.22-7.18 (m, 1H), 7.07 (s, 1H), 6.77 (d, J=8.5 Hz, 1H), 5.23 (s, 2H), 4.38 (s, 2H), 3.54 (t, J=6.3 Hz, 2H), 2.86 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-7d7440d78e6c406bb74c07331497e672
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

Loading…