HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-4-(piperazin-1-yl)benzamide → N-Methyl-4-(4-((2-methyl-3-oxo-8-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperazin-1-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-4-(piperazin-1-yl)benzamide | HCID 28749530 | — |
| Reactant | 2-Methyl-3-oxo-8-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbaldehyde | HCID 86664222 | — |
| Product | N-Methyl-4-(4-((2-methyl-3-oxo-8-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperazin-1-yl)benzamide | HCID 66716943 | — |
Reaction Steps
Using 349A and N-methyl-4-(piperazin-1-yl)benzamide 282 in the general procedure for reductive aminations, the title compound was obtained as a white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.40 (d, J=6.82 Hz, 3H) 2.51-2.57 (m, 4H) 2.73 (d, J=4.55 Hz, 3H) 3.18-3.29 (m, 4H) 3.48 (s, 2H) 4.70 (q, J=6.65 Hz, 1H) 6.90-6.96 (m, 4H) 7.32-7.37 (m, 1H) 7.41-7.46 (m, 2H) 7.51-7.56 (m, 2H) 7.66-7.72 (m, 2H) 8.13 (q, J=4.38 Hz, 1H) 10.71 (s, 1H). ESI-MS: m/z 471.4 (M+H)+. mp=184.9-188.9° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669249B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-91bc4564adce4aba9f19cab19f7d672d |
| Source note | uspto-grants-2014_03 |