HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596463Generated: October 25, 2026
Potassium Carbonate → 1-Cyano-1-methylethyl 7-[3-(4-cyanophenoxy)-2-hydroxypropyl]-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
https://huagongshe.com/reaction/1596463
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Cyano-1-methylethyl chloroformate | HCID 5325480 | — |
| Reactant | 4-[3-(3,7-Diazabicyclo[3.3.1]non-3-yl)-2-hydroxypropoxy]benzonitrile | HCID 21701946 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Cyano-1-methylethyl 7-[3-(4-cyanophenoxy)-2-hydroxypropyl]-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate | HCID 54344233 | 59% |
Reaction Steps
1-Cyano-1-methylethyl chloroformate (0.4 g; 1.65 mmol; from step (a) above) was added to a stirred solution of 4-[3-(3,7-diazabicyclo[3.3.1]non-3-yl)-2-hydroxypropoxy]benzonitrile (0.5 g; 1.65 mmol; see Example G above) and K2CO3 (0.7 g) in MeCN (25 mL). The reaction mixture was stirred at 40° C. for 2 h. The salts were filtered off and the filtrate was concentrated and subjected to column chromatography (DCM:MeOH; 19:1) to give the title compound in a 59% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06291475B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-8a1458b386d24cd3926f094d9ee24c91 |
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| Source note | uspto-grants-2001_09 |
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