HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 46851729, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilyl isocyanate | HCID 70696 | — |
| Reactant | HCID 58513592 | HCID 58513592 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46851729 | HCID 46851729 | 61% |
Reaction Steps
To the solution of 5-(azetidin-3-ylmethylsulfonyl)-1-(cyclopropylmethyl)-2-neopentyl-1H-benzo[d]imidazole (STEP F, 350 mg, 0.780 mmol) and triethylamine (395 microL, 2.81 mmol) in dichloromethane (5 mL) was added trimethylsilyl isocyanate (162 microL, 1.02 mmol) at room temperature. The resulting solution was stirred for 1 h. The reaction mixture was concentrated in vacuo. The residue was extracted with ethyl acetate (15 mL) and washed with water (30 mL). The organic layer was dried over magnesium sulfate. The crude product was purified with silica gel column chromatography (ethyl acetate-methanol=100:1 to 100:8) to give the title compound (198 mg, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653063B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-d39dc18fe65a4552b0c5822509d2adfa |
| Source note | uspto-grants-2014_02 |