HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 57334039, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Aminotetrahydropyran | HCID 419223 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 67499016 | HCID 67499016 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57334039 | HCID 57334039 | 22% |
Reaction Steps
To a solution of 6-(3-methyl-5-phenyl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinic acid (155 mg, 0.50 mmol) and TBTU (177 mg, 0.55 mmol) in DMF (2.5 mL) was added DIPEA (428 μL, 2.50 mmol). Then 4-aminotetrahydropyran (56 mg, 0.55 mmol) was added and the mixture was stirred at room temperature under Ar for 1 h. The mixture was then evaporated and purification by chromatography (silica, 0 to 100% ethyl acetate in heptane, then 5% methanol in dichloromethane) afforded the title compound (43 mg, 22%) as a white solid after recrystallisation from ethyl acetate/heptane. MS: m/e=394.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742097B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-a687cf596ffc4dc0ad275f15a517f067 |
| Source note | uspto-grants-2014_06 |