HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(1-hydroxy-3-methylbutyl)-1-methyl-3-(3-((tetrahydro-2H-pyran-2-yl)oxy) propyl)-6-(3-(trifluoromethoxy)phenoxy)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione → HCID 118875887, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(1-hydroxy-3-methylbutyl)-1-methyl-3-(3-((tetrahydro-2H-pyran-2-yl)oxy) propyl)-6-(3-(trifluoromethoxy)phenoxy)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione | HCID 118875524 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | HCID 118875887 | HCID 118875887 | 96.1% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 5-(1-hydroxy-3-methylbutyl)-1-methyl-3-(3-((tetrahydro-2H-pyran-2-yl)oxy) propyl)-6-(3-(trifluoromethoxy)phenoxy)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (See Compound 46, step 2, 60 mg, 0.103 mmol) in HCOOH (4 mL) was added Zn dust (34 mg, 0.515 mmol). The reaction was heated at 100° C. for 3 h, cooled to RT and filtered. The filtrate was concentrated and dried to give 3-(5-isopentyl-1-methyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenoxy)-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)propyl formate (50 mg, 96.1% yield) as a solid. LCMS: MH+ 510 and TR=2.446 min. Used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440972B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-2f420888416b49a58f987f21cc8be93e |
| Source note | uspto-grants-2016_09 |