HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (4'-Chloro-2-{6-[1-cyclohexyl-5-(1h-tetrazol-5-yl)-1h-benzoimidazol-2-yl]-quinolin-2-yl}-biphenyl-4-yl)-pyrrolidin-1-yl-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 2-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-quinoline-6-carboxylic acid | HCID 57602987 | — |
| Reactant | 2-[2-(2-Bromo-phenyl)-quinolin-6-yl]-3-cyclohexyl-3H-imidazo[4,5-b]pyridine-6-carboxylic Acid Ethyl Ester | HCID 68919212 | — |
| Product | (4'-Chloro-2-{6-[1-cyclohexyl-5-(1h-tetrazol-5-yl)-1h-benzoimidazol-2-yl]-quinolin-2-yl}-biphenyl-4-yl)-pyrrolidin-1-yl-methanone | HCID 136096452 | 23% |
Reaction Steps
The amine was reacted with Compound 259e (0.125 g, 0.274 mmol) in the presence of HBTU (0.114 g, 0.30 mmol), followed cyclization in AcOH according to procedures described for the preparation of Compound 477d. Separation by RP HPLC (from 10% of buffer B to 85% of buffer B) gave the title compound (42 mg, 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07511145B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-888263f4fc154cd191ba199a1d5df0a7 |
| Source note | uspto-grants-2009_03 |