HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 8-(2,6-Difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [5-(4-ethyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 5-[(4-Ethyl-1-piperazinyl)methyl]-2-pyridinamine | HCID 45489910 | — |
| Reactant | 8-(2,6-Difluoro-3,5-dimethoxy-phenyl)quinoxaline-5-carboxylic acid | HCID 59292834 | — |
| Product | 8-(2,6-Difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [5-(4-ethyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide | HCID 44517259 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described in Step 14.1 but using 8-(2,6-difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid (Step 88.1), 5-(4-ethyl-piperazin-1-ylmethyl)-pyridin-2-ylamine (Step 26.1), and stirring the reaction mixture for 48 h at rt and for 5 h at 50° C. after addition of further 1.2 equiv of TBTU. The crude product was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 94:5:1). Title compound: ESI-MS: 549.1 [M+H]+; tR=3.39 min (System 1); TLC: Rf=0.24 (DCM/MeOH/NH3aq, 94:5:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536175B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-dc96b429be8046c9921862efa9873b9e |
| Source note | uspto-grants-2013_09 |