HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 178513032, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Pyrazole-1-carboxamidine monohydrochloride | HCID 2734672 | — |
| Reactant | (1S,3S)-3-Aminocyclopentan-1-ol | HCID 42614395 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178513032 | HCID 178513032 | 164.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133187B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-0264c470e63540e2827f9900b363c7e1 |
| Source note | uspto-grants-2015_09 |