HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-ol → 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-ethyl-2-methyl-2H-pyrazol-3-yl)-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-ol | HCID 11184815 | — |
| Reactant | (5-Ethyl-2-methyl-2H-pyrazol-3-yl)-carbamic acid phenyl ester | HCID 69360901 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-ethyl-2-methyl-2H-pyrazol-3-yl)-urea | HCID 10287886 | — |
Reaction Steps
A solution of (S)-2-amino-4-[3-(4-chloro-phenoxy)-azetidin-1-yl]-butan-1-ol (0.45 g, 2 mmol) and (5-Ethyl-2-methyl-2H-pyrazol-3-yl)-carbamic acid phenyl ester (0.49 g, 1.66 mmol) in DMSO (5 ml) is stirred at ambient temperature for 1 hour, then partitioned between water and ethylacetate. The organic phase is dried over MgSO4 and evaporated. The crude product is purified by recrystallisation from hot ethylacetate to afford 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-ethyl-2-methyl-2H-pyrazol-3-yl)-urea.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07288537B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-d254f30ebd844962a1cda36f7be047e6 |
| Source note | uspto-grants-2007_10 |