Benzylamine → HCID 53325849, compound

HRID 2106198Notes

Reaction equation

HRID 2106198 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([CH:30]=[CH:31][N+]([O-])=O)=[CH:26][CH:25]=1>CCO.C1(C)C=CC=CC=1>[CH2:15]([N:22]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:13][C:12]=2[C:30]([C:27]2[CH:28]=[CH:29][C:24]([Cl:23])=[CH:25][CH:26]=2)=[CH:31]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 95339p-Chloro-beta-nitrostyreneHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 53325849HCID 53325849, compound

Reagents, catalysts & solvents 1

HCID 21863594Toluene ethanolSolvent

Procedure

The title compound (1.19 g) was prepared from 1.55 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 850 μL of benzylamine, and 1.43 g of 1-chloro-4-(2-nitro-vinyl)-benzene, using a 1:1 mixture of EtOH/toluene as the solvent. MS (ESI): exact mass calculated for C20H20Cl2N2, 322.12; m/z found, 323.2 [M+H]+, 325.2 [M+H]+. 1H NMR (400 MHz, CD3OD): 7.37-7.26 (m, 7H), 7.18-7.16 (m, 3H), 5.15 (s, 2H), 4.35 (s, 2H), 3.50 (t, J=6.3 Hz, 2H), 2.87 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-1922825ba9594f3a86f789745ba49586
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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