HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline | HCID 18172417 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester | HCID 69875669 | 143.6% |
Reaction Steps
A solution of ethyl chloroformate (0.017 g, 0.16 mmol), 6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline (0.069 g, 0.16 mmol), and Et3N (0.028 ml, 0.20 mmol) in anhydrous THF (10 ml) was stirred at rt under N2 for 20 hr. The reaction mixture was concentrated in vacuo to give 0.115 g of tan solid. Purification by flash chromatography, eluting with EtOAc:MeOH (8:2), gave 0.023 g (28% yield) of white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608203B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-cf3c0b418d254c5eb54e220d426615f1 |
| Source note | uspto-grants-2003_08 |