HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 720151Generated: October 30, 2026
Water → (2,9-Dichloro-6-oxo-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)-carbamic acid tert-butyl ester
https://huagongshe.com/reaction/720151
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 8-tert-Butoxycarbonylamino-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indole-2-carboxylic acid methyl ester | HCID 136181612 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2,9-Dichloro-6-oxo-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)-carbamic acid tert-butyl ester | HCID 136181636 | — |
Reaction Steps
To a solution of Intermediate 147(c) of Example 147 (1.5 g, 5 mmol) in CHCl3 (10 mL) and N,N-dimethylformamide (15 mL), was added N-chlorosuccinimide (701 mg, 5.25 mmol). The mixture was heated to 60° C. and stirred for 3 hours. Chloroform, N,N-dimethylformamide and water were added. Following extractive work-up with chloroform, the organic layer was dried over Na2SO4 and filtered. Evaporation of the volatile components gave a deep brown residue to which methanol was added. Filtration and collection of the solids gave the title compound (648 mg) as deep brown solid whose purity by NMR and HPLC was estimated to be about 70%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07132533B2 |
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| Source dataset | uspto-grants-2006_11 |
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| ORD ID | ord-8ee35298b8e64cf88c2fb0c629f3ac2d |
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| Source note | uspto-grants-2006_11 |
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