HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89995593, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Hydroxy-4-nitrobenzoic acid | HCID 69265 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-Methoxyazetidine hydrochloride | HCID 22242858 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89995593 | HCID 89995593 | 66% |
Reaction Steps
HATU (2.1 g, 5.5 mmol) was added to a solution of 3-hydroxy-4-nitrobenzoic acid (915 mg, 5 mmol), triethylamine (1.1 g, 11 mmol)) and 3-methoxyazetidine hydrochloride (740 mg, 5.5 mmol) in dichloromethane (10 mL). The reaction mixture was stirred at room temperature for 30 minutes. The reaction was partitioned between EtOAc (30 mL) and water (30 mL). The organic phase was collected, washed with water, brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with a gradient of 100% ethyl acetate to 3% methanol in ethyl acetate to afford the title compound as a pale yellow solid (830 mg, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334286B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-6676839c5fe3482b914b142b7c9f4db3 |
| Source note | uspto-grants-2016_05 |