HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-4-(piperazin-1-yl)benzamide → 4-(4-((8-(Difluoromethoxy)-2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperazin-1-yl)-N-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-4-(piperazin-1-yl)benzamide | HCID 28749530 | — |
| Reactant | HCID 86664227 | HCID 86664227 | — |
| Product | 4-(4-((8-(Difluoromethoxy)-2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperazin-1-yl)-N-methylbenzamide | HCID 66717304 | — |
Reaction Steps
Using 403A 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 1.43 (d, J=6.82 Hz, 3H) 2.45-2.49 (m, 4H) 2.73 (d, J=4.55 Hz, 3H) 3.24 (d, J=4.80 Hz, 4H) 3.43 (s, 2H) 4.74 (q, J=6.74 Hz, 1H) 6.80 (s, 2H) 6.93 (d, J=9.09 Hz, 2H) 6.95-7.35 (m, 1H) 7.70 (d, J=8.84 Hz, 2H) 8.10-8.17 (m, 1H) 10.80 (s, 1H). ESI-MS: m/z 461.4 (M+H)+. mp 210.4-213.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669249B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-ef5d6b86c8a941c4a248529ee7eb56c3 |
| Source note | uspto-grants-2014_03 |