HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylaluminum → HCID 178456261, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | Ethyl ether methylene chloride | HCID 21881112 | — |
| Reactant | Ethyl 4-(4-allyl-1,4-diazepan-1-yl)benzoate | HCID 66589947 | — |
| Reactant | HCID 178489815 | HCID 178489815 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178456261 | HCID 178456261 | 14.5% |
Reaction Steps
N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(4-prop-2-enyl-1,4-diazepan-1-yl)benzamide was prepared using the same procedure as for Example 159, but starting from ethyl 4-(4-allyl-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 (0.071 g, 14.50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129391B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-45bee38e1bf642e5b95c3f32d4bcb6df |
| Source note | uspto-grants-2012_03 |