HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404742Generated: October 26, 2026
1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-(7-Chloro-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/404742
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | tert-Butyl 4-sulfanylpiperidine-1-carboxylate | HCID 21906090 | — |
| Reactant | 6-Bromo-7-chloroisoquinoline | HCID 53418615 | — |
| Product | 4-(7-Chloro-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 59290823 | 73.6% |
Reaction Steps
To 1.78 g of crude 4-Mercapto-piperidine-1-carboxylic acid tert-butyl ester (273) were dissolved in 20 ml degassed DMF was added 1.3 g (7.1 mmol) 6-Fluoro-7-chloroisoquinoline (263) and 1.23 ml (8.2 mmol) DBU. After stirring for 90 min at 80° C. the solvent was evaporated. The residue was taken up in ethyl acetate and washed with brine. The organic phases were dried over Sodium sulfate and evaporated. Purification over silica gel (40% to 60% ethyl acetate in heptane) gave 1.98 g of the expected compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748614B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-ac1f9ae16485495e81157a195d46f614 |
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| Source note | uspto-grants-2014_06 |
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