HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 69592927, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (Cyanomethyl)trimethylphosphanium iodide | HCID 10514344 | — |
| Reactant | (R,S)-N-Methyl 3-benzylamino-1-phenyl-1-propanol | HCID 15678556 | — |
| Reactant | HCID 17953820 | HCID 17953820 | — |
| Solvent | Propionitrile | HCID 7854 | — |
| Product | HCID 69592927 | HCID 69592927 | — |
Reaction Steps
A solution of 1-benzothiophene-7-thiol (0.32 g, 1.96 mmol), 3-[benzyl(methyl)amino]-1-phenyl-1-propanol (0.5 g, 1.96 mmol), (cyanomethyl) trimethylphosphonium iodide (Ref Tetrahedron, 2001, 57, 5451–5454) (0.714 g, 2.94 mmol), diisopropylethylamine (0.379 g, 2.94 mmol) in propionitrile (5 mL) was stirred at 90° C. in a reacti-vial for 72 h. After this time the reaction was allowed to cool to room temperature. The reaction mixture was purified by an SCX-2 column eluting with methanol followed by ammonia:methanol solution (7 N). The organics were then evaporated and the compound taken directly onto the next step without any further purification LCMS determined successful product formation (M+H+1 [404]).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037932B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-b45a134a6a6c4864bd7632de7c7b286a |
| Source note | uspto-grants-2006_05 |