HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 178483007, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | 6-Bromo-N,N-dimethyl-1H-benzimidazol-2-amine | HCID 59474520 | — |
| Reactant | HCID 66699934 | HCID 66699934 | — |
| Product | HCID 178483007 | HCID 178483007 | 54% |
Reaction Steps
tert-Butyl 6-bromo-2-(dimethylamino)-1H-benzo[d]imidazole-1-carboxylate. A solution of 6-bromo-N,N-dimethyl-1H-benzo[d]imidazol-2-amine (0.5 g, 2.08 mmol), di-tert-butyl dicarbonate (0.54 g, 2.5 mmol), triethylamine (0.35 mL, 2.55 mmol) and dimethylaminopyridine (few crystals) in anhydrous tetrahydrofuran (10 mL) was allowed to stir at room temperature overnight. The reaction mixture was concentrated under reduced pressure and the crude product was purified by Biotage chromatography (0-55% ethyl acetate in hexanes) to provide the desired product (0.32 g, 54%) as a white solid. MS (ESI) m/z 341.3 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372976B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-419f85ebb60e4f729c7304ed577cde50 |
| Source note | uspto-grants-2013_02 |