HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 178483813, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1H-Imidazole-1-propanamine | HCID 78736 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 178524168 | HCID 178524168 | — |
| Product | HCID 178483813 | HCID 178483813 | 33.7% |
Reaction Steps
To solution of 2-(4-adamantan-1-yl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid (70.0 mg, 0.18 mmol), 3-imidazole-1-yl-propylamine (33.8 mg, 0.27 mmol, 0.03 ml) and HBTU (136.5 mg, 0.36 mmol) in DMF 4.0 mL was added DIPEA (46.5 mg, 0.36 mmol, 0.06 ml). After stirring at room temperature, the mixture was partitioned between ethyl acetate and brine. The organic phase was dried (MgSO4 anh), and concentrated. The residue was purified by Prep-TLC(CH2Cl2:MeOH=10:1) to give 2-(4-adamantan-1-yl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid (2-dimethylamino-ethyl)-amide as a yellow solid (30.9 mg, 33.7% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-75d78d2503794aceb38edd675f715f3f |
| Source note | uspto-grants-2013_03 |