Benzylamine → HCID 53323187, compound

HRID 749699Notes

Reaction equation

HRID 749699 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.[N+]([CH:26]=[CH:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=1)([O-])=O>CCO>[CH2:15]([N:22]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:13][C:12]=2[C:27]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=2)=[CH:26]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 325884HCID 325884, compoundHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 53323187HCID 53323187, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound (282.6 mg) was prepared from 0.61 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 330 μL of benzylamine, and 0.50 g of (2-nitro-vinyl)-3-fluorobenzene, using EtOH as the solvent and without SiO2. MS (ESI): exact mass calculated for C20H19FN2, 306.15; found, m/z 307.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.38-7.32 (m, 3H), 7.30-7.26 (m, 1H), 7.20-7.14 (m, 4H), 7.10-7.06 (m, 1H), 6.95-6.90 (m, 1H), 5.15 (s, 2H), 4.36 (s, 2H), 3.50 (t, J=6.3 Hz, 2H), 2.86 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-2bf81e4e76e746e892b9f5275fd553cc
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

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