HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402824Generated: October 25, 2026
Diisopropylethylamine → Methyl 4-[8-(3-bromo-4,5-dichlorobenzyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl]benzoate
https://huagongshe.com/reaction/402824
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride salt | HCID 66764605 | — |
| Reactant | 1-Bromo-5-(bromomethyl)-2,3-dichlorobenzene | HCID 66764806 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-[8-(3-bromo-4,5-dichlorobenzyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl]benzoate | HCID 86685276 | 94% |
Reaction Steps
To methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride salt (50 mg, 0.153 mmol; Example 1, Step 2) and 1-bromo-5-(bromomethyl)-2,3-dichlorobenzene (53.7 mg, 0.168 mmol; from Patent US2007/070805) was added DMF (1.5 mL) and DIPEA (107 μL, 0.612 mmol). The mixture was heated to 55° C. for 2 hours. The mixture was evaporated and the residue was dissolved in saturated aqueous NaHCO3 and then extracted with DCM. The organic layer was evaporated to provide the title compound as a yellow oil (76 mg) that was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08742110B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-6d3a1d35f6a34aca9461a4e4a4a415d3 |
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| Source note | uspto-grants-2014_06 |
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