Benzylamine → HCID 11449570, compound

HRID 749694Notes

Reaction equation

HRID 749694 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][C:31]([OH:34])=[CH:30][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][C:31]([OH:34])=[CH:30][CH:29]=2)=[CH:26]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Procedure

The title compound (0.09 g) was prepared from 1.22 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 856 μL of benzylamine, and 1.29 g of 4-(2-nitro-vinyl)-phenol, which was added in EtOH (12 mL). MS (ESI): exact mass calculated for C20H20N2O, 304.16; found, m/z 305.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.35-7.32 (m, 2H), 7.29-7.25 (m, 2H), 7.17-7.14 (m, 4H), 6.98 (s, 1H), 6.80-6.77 (m, 2H), 5.12 (s, 2H), 4.31 (s, 2H), 3.49 (t, J=6.3 Hz, 2H), 2.85 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-cfc4615c72694f27856b84f89e7d19dd
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

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