HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → HCID 59654709, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | 5-Bromo-2-furanecarboxylic acid | HCID 68511 | — |
| 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 | Ethyl 2-(3-aminophenyl)acetate | HCID 13042040 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59654709 | HCID 59654709 | 86.4% |
Reaction Steps
To a solution of 5-bromo-2-furoic acid (1.14 g) and 3-aminophenylacetic acid ethyl ester (1.06 g) in anhydrous DMF (15 ml) was added diisopropylamine (2.1 ml) and then O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (2.25 g). The solution was stirred at room temperature for 16 hours then partitioned between ethyl acetate and water. The organic layer was separated, washed twice with 1M hydrochloric acid, water, aqueous sodium carbonate solution, brine, dried over sodium sulphate and evaporated in vacuo. Compound 11 (1.8 g) was obtained following silica gel column chromatography of the residue in 2:1 ethyl acetate:petroleum ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07662839B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-ba31c7279af048cea7f4ab8341a43d89 |
| Source note | uspto-grants-2010_02 |