HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56270Generated: October 29, 2026
Water → 3-(3-fluoro-4-morpholinophenyl)-6-methyl-2-((pyridin-3-yloxy)methyl)pyrimidin-4(3H)-one
https://huagongshe.com/reaction/56270
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-(Pyridin-3-yloxy)acetamide | HCID 18347830 | — |
| Reactant | N-(3-fluoro-4-morpholinophenyl)-3-oxobutanamide | HCID 90023295 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 3-(3-fluoro-4-morpholinophenyl)-6-methyl-2-((pyridin-3-yloxy)methyl)pyrimidin-4(3H)-one | HCID 72949300 | 287.4% |
Reaction Steps
A mixture of 2-(pyridin-3-yloxy)acetamide (120 mg, 0.79 mmol), N-(3-fluoro-4-morpholinophenyl)-3-oxobutanamide (221.1 mg, 0.79 mmol) and titanium tetraisopropanolate (1.79 g, 6.30 mmol) in xylene (16 mL) was stirred at 165° C. for 50 h. The mixture was then cooled to rt and 30 mL of EtOAc and 5 mL of water were added. The resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc) to give the title compound as a yellow solid (0.90 g, 29%). The compound was characterized by the following spectroscopic data:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434695B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-70ab06d206f84891836f8a281c174605 |
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| Source note | uspto-grants-2016_09 |
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