HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methyl-4-(2-nitroethenyl)benzene → 1-Butyl-3-p-tolyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methyl-4-(2-nitroethenyl)benzene | HCID 286735 | — |
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Solvent | Butylamine | HCID 8007 | — |
| Product | 1-Butyl-3-p-tolyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine | HCID 11161514 | 77.6% |
Reaction Steps
The title compound (292.8 mg) was prepared from 0.56 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 260 μL of butylamine, and 0.45 g of 1-methyl-4-(2-nitro-vinyl)-benzene. MS (ESI): exact mass calculated for C18H24N2, 268.19; found, m/z 269.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.20-7.14 (m, 4H), 6.93 (s, 1H), 4.32 (s, 2H), 3.88 (t, J=7.1 Hz, 2H), 3.56 (t, J=6.0 Hz, 2H), 3.00 (t, J=6.0 Hz, 2H), 2.32 (s, 3H), 1.77-1.70 (m, 2H), 1.41-1.33 (m, 2H), 0.97 (t, J=7.4 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897771B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-22476dd9a5c241c19e515451715dab1d |
| Source note | uspto-grants-2011_03 |