HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532942Generated: October 30, 2026
Ethyl Acetate → 9-(2-Bromoacetyl)-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione
https://huagongshe.com/reaction/532942
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 9-(1-Ethoxyvinyl)-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione | HCID 86711385 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 9-(2-Bromoacetyl)-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione | HCID 86711386 | 62.7% |
Reaction Steps
111-2. A solution of 9-(1-ethoxyvinyl)-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione (1.2 g, 4.02 mmol) in a mixture of THF/H2O (3:1, 40 mL) was treated with NBS (716 mg, 4.02 mmol) and the mixture was stirred at 0° C. for 10 min. The mixture was partioned between AcOEt and brine and the org. phase was separated, dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (880 mg) that was used as it is in the next step. UPLC-MS: MS 349.0 (M+H+); UPLC rt 0.69 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853203B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-4efcf9cc1a094d2cb568c4b24e4d16e8 |
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| Source note | uspto-grants-2014_10 |
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