HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 6-Ethoxy-2[3-methoxy-1(2-methoxy-ethyl)-propylamino]-8,8a-dihydro-4aH-pyrido[2,3-d]pyrimidin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | acetone MeOH DCM | HCID 21584259 | — |
| Reactant | 2-(Butane-1-sulfonyl)-6-ethoxy-8H-pyrido[2,3-d]pyrimidin-7-one | HCID 21956050 | — |
| Reactant | 3-Methoxy-1-(2-methoxy-ethyl)propylamine | HCID 85938366 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 6-Ethoxy-2[3-methoxy-1(2-methoxy-ethyl)-propylamino]-8,8a-dihydro-4aH-pyrido[2,3-d]pyrimidin-7-one | HCID 21956049 | 44.3% |
Reaction Steps
A solution of compound 3B (50 mg, 0.16 mmol) and 3-methoxy-1-(2-methoxy-ethyl)-propylamine (140 mg, 0.96 mmol) in 1 ml DCE was heated to 85° C. for 72 hours. The reaction mixture was chromographed directly on a Supelco™ 2 g/12 ml silica column with gradient solvent of CH2Cl2 to a final solvent mixture of CH2Cl2:MeOH:acetone (94:3:3). Two additional chromatographies were required to provide 24 mg of 6-Ethoxy-2[3-methoxy-1 (2-methoxy-ethyl)-propylamino]-8,8a-dihydro-4aH-pyrido[2,3-d]pyrimidin-7-one (Example 1) at 86% purity as judged by MS/HPLC. M++337.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196097B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-3fd906e1a4ed4d189e307b634c391650 |
| Source note | uspto-grants-2007_03 |