HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → HCID 46852756, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 1-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane | HCID 66739358 | — |
| Reactant | HCID 66739710 | HCID 66739710 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46852756 | HCID 46852756 | 1.2% |
Reaction Steps
To a stirred solution of lithium 6-(1-hydroxy-1-methylethyl)pyridine-3-carboxylate (50 mg, 0.28 mmol) and HOBt (42 mg, 0.30 mmol) in DMF (2 mL) was added HBTU, (117 mg, 0.30 mmol) and 1-(azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane (46 mg, 0.30 mmol). After 20 hours the reaction was absorbed onto an SCX column and the product eluted with 7M NH3. Volatiles were removed at reduced pressure to give the title compound (1.4 mg, 1.2%) after purification by silica FCC (eluting with 90:9:1 Et2O/MeOH/NH3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912176B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-cbed1538f7814f8fa9399d76dbcc2a2e |
| Source note | uspto-grants-2014_12 |