HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5'-(Cyclohexanecarbonyl-amino)-2'-chloro-biphenyl-4-carboxylic acid [4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 4-(4-Aminobenzyl)thiomorpholine 1,1-dioxide | HCID 2779682 | — |
| Reactant | 2'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid | HCID 59822346 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5'-(Cyclohexanecarbonyl-amino)-2'-chloro-biphenyl-4-carboxylic acid [4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenyl]-amide | HCID 16221919 | 21.6% |
Reaction Steps
A mixture of 5′-(cyclohexanecarbonyl-amino)-2′-chloro-biphenyl-4-carboxylic acid (100 mg), 4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylamine (67 mg), triethylamine (0.098 ml) and HBTU (159 mg) in dry DMF (5 ml) was stirred at 20 C for 18 h. The mixture was then evaporated to dryness and purified via reversed-phase preparative HPLC (eluting with acetonitrile/water) to afford the title compound as an orange solid (35 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008303B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-fe85b380ae40464dae7b8b8ae93b224f |
| Source note | uspto-grants-2011_08 |