HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarbonyl chloride → (S)-1-(4-(7-(cyclopropanecarbonyl)-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)-3-ethylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 66687590 | HCID 66687590 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-1-(4-(7-(cyclopropanecarbonyl)-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)-3-ethylurea | HCID 46912701 | 15% |
Reaction Steps
To a stirred solution of (S)-1-ethyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea 2,2,2-trifluoroacetate (100 mg, 0.20 mmol) in DCM was added iPr2NEt (70 uL, 0.40 mmol) and cyclopropanecarbonyl chloride (20 uL, 0.22 mmol). The reaction mixture was stirred at room temperature for 16 h. The reaction mixture was concentrated and purified by prep. HPLC to give a white solid (14 mg, 0.03 mmol, 15% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785457B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-8328e913cc8b4dacad1ae7f24d4e9e2f |
| Source note | uspto-grants-2014_07 |