HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992336Generated: October 26, 2026
Potassium Carbonate → {2-[7-Benzyl-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl]ethyl}tert-butyl-carbamate
https://huagongshe.com/reaction/1992336
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromoethyl tert-butylcarbamate | HCID 17947997 | — |
| Reactant | 3-(Phenylmethyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonane, hydrochloride (1:2) | HCID 18540370 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | {2-[7-Benzyl-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl]ethyl}tert-butyl-carbamate | HCID 91117070 | 50.3% |
Reaction Steps
A mixture of 3-benzyl-9-oxa-3,7-diazabicyclo[3.3.1]nonane dihydrochloride (8 g, 0.0275 mol, 1.0 eq.; see WO 01/28992), 2-bromoethyl tert-butylcarbamate (9.23 g, 0.0412 g, 1.5 eq.) and fused K2CO3 (18.96 g, 0.1375 mol, 5.0 eq.) in dry acetonitrile (120 mL) was stirred at 70° C. overnight under a N2 atmosphere. The reaction mixture was cooled to RT, filtered and concentrated under reduced pressure. The resulting resiude was purified by column chromatography over silica gel (using 92:8 DCM:methanol as final eluent) to yield the sub-title compound (5 g, 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07648985B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-872a0dc3244d4082970966248a8ba36c |
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| Source note | uspto-grants-2010_01 |
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