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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279489Generated: October 29, 2026

Diethyl Ether → HCID 178513032, compound

https://huagongshe.com/reaction/2279489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDiisopropylethylamineHCID 81531—
ReactantPyrazole-1-carboxamidine monohydrochlorideHCID 2734672—
Reactant(1S,3S)-3-Aminocyclopentan-1-olHCID 42614395—
SolventDimethylformamideHCID 6228—
ProductHCID 178513032HCID 178513032164.8%

Reaction Steps

To a stirred solution of (1S,3S)-3-aminocyclopentanol (9.00 g, 89.0 mmol) (obtained from ASID pharmaceuticals) in DMF (45 mL) at RT under nitrogen was added DIPEA (31.0 mL, 178 mmol) followed by 1H-pyrazole-1-carboximidamide hydrochloride (14.7 g, 133 mmol). After stirring overnight Et2O (150 mL) was added and the reaction was stirred for 10 min. The Et2O was decanted and concentrated under high vacuum to afford 21 g (99%) of 1-((1S,3S)-3-hydroxycyclopentyl)guanidine (164) as a dark orange oil: MS m/z (APCI-pos) M+1=144.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133187B2
Source datasetuspto-grants-2015_09
ORD IDord-0264c470e63540e2827f9900b363c7e1
Source noteuspto-grants-2015_09