HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid → HCID 10521792, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid | HCID 10632401 | — |
| Reactant | 2-(Hexahydro-1H-pyrrolizin-7a-yl)ethanamine | HCID 10796977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10521792 | HCID 10521792 | 78.3% |
Reaction Steps
Into an agitating solution of 4-amino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylic acid (3.21 g) in absolute tetrahydrofuran (50 ml), was added little by little 1,1-carbonylimidazole (2.43 g) and after lapsed 1 hour, a solution of 5-(2-aminoethyl)-1-azabicyclo[3.3.0]octane (2.31 g) in absolute tetrahydrofuran (2 ml) was added therein to reflux for 1 hour. After cooled, the solvent was distilled out in vacuo, a residue was dissolved into chloroform, washed with saturated sodium hydrogen carbonate solution and then water, and thereafter, the solvent was distilled out in vacuo. The resulting residue was refined by alumina column chromatography (developing solvent: chloroform) to afford 4.1 g of the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05442077 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-78f3a3584fb04af6bdf6cb37fd3abae8 |
| Source note | uspto-grants-1995_08 |