HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906902Generated: October 31, 2026
Diisopropylethylamine → HCID 57576355, compound
https://huagongshe.com/reaction/906902
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Chloroethyl chloroformate | HCID 521305 | — |
| Reactant | HCID 67131717 | HCID 67131717 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57576355 | HCID 57576355 | 68.7% |
Reaction Steps
To a solution of 2-{(S)-1-[(3R,4S)-1-benzyl-4-(4-fluoro-phenyl)-pyrrolidin-3-yl]-ethoxy}-5-chloro-pyridine 285 mg (0.69 mmol) dissolved in toluene (5 mL) were added 0.22 mL (2.07 mmol) of 1-chloroethyl chloroformate and 0.35 mL (2.07 mmol) of Hunig's base. The reaction mixture was heated at 100° C. for one hour. After cooling down to RT, volatiles were removed under vacuo and the crude was dissolved in MeOH (10 mL). The reaction mixture was heated at 85° C. for 30 minutes and after cooling down to RT, volatiles were removed under vacuo and the residue was directly purified on column chromatography (SiO2, CH2Cl2/MeOH 9:1) yielded 152 mg (68%) of the title compound as a light yellow oil. ES-MS m/e: 321.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08012998B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-a974255871754fc0afccaff2dcc7d414 |
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| Source note | uspto-grants-2011_09 |
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