HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylaluminum → HCID 178489759, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | Ethyl ether methylene chloride | HCID 21881112 | — |
| Reactant | Ethyl 4-(4-cyclopropyl-1,4-diazepan-1-yl)benzoate | HCID 66589916 | — |
| Reactant | HCID 178489815 | HCID 178489815 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178489759 | HCID 178489759 | 33.7% |
Reaction Steps
4-(4-cyclopropyl-1,4-diazepan-1-yl)-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]benzamide was prepared using the same procedure as for Example 159, but starting from ethyl 4-(4-cyclopropyl-1,4-diazepan-1-yl)benzoate (0.288 g, 1 mmol, 5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-amine (0.247 g, 1 mmol) and a 2M solution of trimethylaluminium (1.250 mL, 2.50 mmol) in toluene. The crude product was purified by preparative HPLC, using decreasingly polar mixtures of water (containing 1% NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford a gum which solidified on trituration with DCM/Ether to afford the title compound (0.165 g, 33.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737149B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-82fab6006a0a4d4182d2a06c28df6589 |
| Source note | uspto-grants-2010_06 |