HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178490960, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 4-{[3-(Methyloxy)phenyl]amino}6-(4-piperidinylsulfonyl)-3-quinolinecarboxamide trifluoroacetate | HCID 67423727 | — |
| Reactant | HCID 178524800 | HCID 178524800 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178490960 | HCID 178490960 | 76.4% |
Reaction Steps
To a solution containing Intermediate 54 (0.041 g) in N,N-dimethylformamide (3 ml) were added imidazole-4-carboxylic acid (0.012 g, Aldrich), (1H-1,2,3-benzotriazol-1-yloxy)(tri-1-pyrrolidinyl)phosphonium hexafluorophosphate (PyBop) (0.053 g) and N,N-diisopropylethylamine (0.03 ml). The solution was stirred under nitrogen at room temperature for 18 h and was then concentrated in vacuo. The residual gum was purified using an aminopropyl SPE cartridge eluting with methanol followed by chromatography on silica gel (SPE cartridge), eluting with a gradient of 0% to 8% methanol in chloroform, to give the title compound as a yellow solid (0.031 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566786B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-5c65edbc41a04faab316338d1917f5ec |
| Source note | uspto-grants-2009_07 |