Benzylamine → HCID 59752523, compound

HRID 599870Notes

Reaction equation

HRID 599870 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=O)(C)(C)C.[N+:15]([CH:18]=[CH:19][C:20]1[S:21][CH:22]=[CH:23][CH:24]=1)([O-])=O.[CH2:25](N)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH2:25]([N:15]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:13][C:12]=2[C:19]([C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)=[CH:18]1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 3

HCID 7504BenzylamineHCID 955862-(2-Nitro-vinyl)-thiopheneHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 59752523HCID 59752523, compound

Procedure

The title compound (136.8 mg) was prepared from 0.53 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 300 μL of benzylamine, and 0.41 g of 2-(2-nitro-vinyl)-thiophene. MS (ESI): exact mass calculated for C18H18N2S, 294.12; found, m/z 295.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.36-7.32 (m, 2H), 7.30-7.26 (m, 1H), 7.22 (dd, J=5.2, 1.1 Hz, 1H), 7.18-7.15 (m, 2H), 7.12 (s, 1H), 7.02 (dd, J=5.2, 3.6 Hz, 1H), 6.94 (dd, J=3.6, 1.1 Hz, 1H), 5.13 (s, 2H), 4.34 (s, 2H), 3.49 (t, J=6.3 Hz, 2H), 2.85 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-3ad7d839412e4681bc1cdd3241d960aa
Source dataset
uspto-grants-2011_03
Patent number
US07897771B2

Reaction notes

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