Benzylamine → HCID 11198259, compound

HRID 749696Notes

Reaction equation

HRID 749696 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[S:17][C:18]([CH:21]=[CH:22][N+:23]([O-])=O)=[CH:19][CH:20]=1.[CH2:26](N)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH2:26]([N:23]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:13][C:12]=2[C:21]([C:18]2[S:17][C:16]([Cl:15])=[CH:20][CH:19]=2)=[CH:22]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Procedure

The title compound (82.3 mg) was prepared from 0.56 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 300 μL of benzylamine, and 0.53 g of 2-chloro-5-(2-nitro-vinyl)-thiophene. MS (ESI): exact mass calculated for C18H17ClN2S, 328.08; found, m/z 329.1 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.36-7.33 (m, 2H), 7.30-7.27 (m, 1H), 7.17-7.15 (m, 2H), 7.12 (s, 1H), 6.89 (d, J=3.8 Hz, 1H), 6.73 (d, J=3.8 Hz, 1H), 5.12 (s, 2H), 4.31 (s, 2H), 3.48 (t, J=6.3 Hz, 2H), 2.84 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-ff6657ac60514ba5b61528ae5063c3e0
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

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