HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Phenoxy 1-propanol → 6-Chloro-2-(3-phenoxy-propoxy)-3H-pyrido[2,3-d]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Phenoxy 1-propanol | HCID 80319 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 2,6-dichloro-3H-pyrido[2,3-d]pyrimidin-4-one | HCID 136345925 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-Chloro-2-(3-phenoxy-propoxy)-3H-pyrido[2,3-d]pyrimidin-4-one | HCID 135899210 | 2.5% |
Reaction Steps
A solution of 2,6-dichloro-3H-pyrido[2,3-d]pyrimidin-4-one (60 mg, crude), 3-phenoxy-1-propanol [6180-61-6] (127 mg, 0.84 mmol), and KOtBu (62 mg, 0.55 mmol) in DMSO (1 ml) was heated in a microwave oven to 180° C. for 15 min. After filtration, the title compound (2.3 mg, 6.9 Amok; 2.5%, MS: m/e=330.3 [M−H−]) was obtained from the reaction mixture by preparative, reverse-phase HPLC (Agilent Zorbax XdB C18 column, solvent gradient 5-95% CH3CN in 0.1% TFA(aq) over 7 min, flow rate 30 ml/min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572801B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-b2da52114835456fbb46468f7b96ffe5 |
| Source note | uspto-grants-2009_08 |