Beta-Nitrostyrene → HCID 53323534, compound

HRID 749698Notes

Reaction equation

HRID 749698 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:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH2:19][NH2:20].[N+]([CH:27]=[CH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([O-])=O>>[Cl:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH2:19][N:20]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:13][C:12]=2[C:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:27]1

Participants

4

Reactant 3

HCID 7626Beta-NitrostyreneHCID 77802Benzenemethanamine, 3-chloro-HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 53323534HCID 53323534, compound

Procedure

The title compound (159.0 mg) was prepared from 0.55 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 334 μL of 3-chlorobenzylamine, and 0.40 g of (2-nitro-vinyl)-benzene and without SiO2. MS (ESI): exact mass calculated for C20H19ClN2, 322.12; found, m/z 323.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.38-7.32 (m, 5H), 7.31-7.28 (m, 1H), 7.23-7.19 (m, 1H), 7.17-7.16 (m, 1H), 7.13 (s, 1H), 7.12-7.10 (m, 1H), 5.16 (s, 2H), 4.37 (s, 2H), 3.52 (t, J=6.3 Hz, 2H), 2.86 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-7a122cdb14e049799a42b6a52507df35
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

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