HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → 3-(5-(4-chlorobenzyl)-6-(2-isopropylphenyl)-1-methyl-2,4-dioxo-1,2-dihydro pyrido[2,3-d]pyrimidin-3(4H)-yl)propyl formate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | 3-(3-((tert-butyldimethylsilyl)oxy)propyl)-5-((4-chlorophenyl) (hydroxy)methyl)-6-(2-isopropylphenyl)-1-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione | HCID 131737093 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Product | 3-(5-(4-chlorobenzyl)-6-(2-isopropylphenyl)-1-methyl-2,4-dioxo-1,2-dihydro pyrido[2,3-d]pyrimidin-3(4H)-yl)propyl formate | HCID 118875886 | 48% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 3-(3-((tert-butyldimethylsilyl)oxy)propyl)-5-((4-chlorophenyl) (hydroxy)methyl)-6-(2-isopropylphenyl)-1-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (See Compound 20, step 6, 50 mg, 0.086 mmol) in HCOOH (5 mL) was added Zn dust (56.6 mg, 0.86 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-(4-chlorobenzyl)-6-(2-isopropylphenyl)-1-methyl-2,4-dioxo-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)propyl formate (20 mg, 48.0% yield) as a brown oil. LCMS: [MH+—OH] 506 and TR=2.062 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-31b57e16863d4c21a90f00aa7b150b80 |
| Source note | uspto-grants-2016_09 |