HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447570Generated: October 27, 2026
Triethylamine → (1R,2S,3R,5R)-3-[(6-chloropyrimidin-4-yl)amino]-5-(hydroxymethyl)cyclopentane-1,2-diol
https://huagongshe.com/reaction/447570
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | (1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diol Hydrochloride | HCID 2734536 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (1R,2S,3R,5R)-3-[(6-chloropyrimidin-4-yl)amino]-5-(hydroxymethyl)cyclopentane-1,2-diol | HCID 59671293 | 90.1% |
Reaction Steps
A mixture of (1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diol hydrochloride (200 mg, 1.09 mmol), 4,6-dichloropyrimidine (240. mg, 1.61 mmol) and Et3N (0.380 mL, 2.73 mmol) in EtOH (3.00 mL) was heated to 150° C. for 15 min using MWI. The crude mixture was purified via silica gel chromatography eluting with a gradient of 0 to 15% MeOH in DCM to afford the title compound (255 mg, 90%). LC/MS: Rt=1.13 min, ES+ 260. (AA standard).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08481550B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-aefd339922cf4df99462796886837484 |
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| Source note | uspto-grants-2013_07 |
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