HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920105Generated: October 28, 2026
1,8-Diazabicyclo(5.4.0)undec-7-ene → tert-Butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate
https://huagongshe.com/reaction/1920105
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Isoquinoline, 1-chloro- | HCID 140539 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Solvent | Water | HCID 962 | — |
| Product | tert-Butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate | HCID 54451864 | 66% |
Reaction Steps
1-Chloro-isoquinoline (176 mg, 1.07 mmol), piperazine-1-carboxylic acid tert-butyl ester (420 mg, 2.26 mmol) and DBU (0.25 mL, 1.61 mmol) were added into DMP (2 mL). The mixture was heated to 105-110° C. for overnight. The residue was diluted with water and extracted with ether. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo to dryness. The resulting residue was purified by column chromatography (5% to 10% ethyl acetate/hexane) to give 222 mg of the desired product 4-isoquinolin-1-yl-piperazine-1-carboxylic acid tert-butyl ester (yield: 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08168788B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-2f15469c898a4de7a1daa5a47f412393 |
|---|
| Source note | uspto-grants-2012_05 |
|---|