HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 8-(4-Methyl-thiophen-3-yl)-quinoxaline-5-carboxylic acid [5-(4-methyl-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 | 4-Methyl-3-thiopheneboronic acid | HCID 5083931 | — |
| Reactant | 8-(4-Methylthiophen-3-yl)-quinoxaline-5-carboxylic acid | HCID 66914550 | — |
| Reactant | 5-(4-Methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride | HCID 66914562 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 8-(4-Methyl-thiophen-3-yl)-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide | HCID 44516282 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described in Step 14.1 but stirring the reaction mixture at rt overnight, using 2 equiv of 5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride (Example 31), TBTU (2 equiv) and 8-(4-methyl-thiophen-3-yl)-quinoxaline-5-carboxylic acid. The carboxylic acid was synthesized as described in Steps 1.2-1.7 but using 4-methyl-3-thiopheneboronic acid in Step 1.4. Title compound: ESI-MS: 459.1 [M+H]+; tR=3.41 min (System 1); TLC: Rf=0.25 (DCM/MeOH, 9:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815901B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-dc1888f40dd140e48b4c85957aefdf9b |
| Source note | uspto-grants-2014_08 |