HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 117677375, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | HCID 89464685 | HCID 89464685 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 117677375 | HCID 117677375 | 45% |
Reaction Steps
A solution of 3-(cyclopropylmethoxy)-5-methoxy-N-(1-(piperidin-4-yl)ethyl)benzamide 2,2,2-trifluoroacetate (Example 36, step ii, 2.0 g), diethyl amine (3 ml) and 2,4-dichloro-pyrimidine (550 mg) in CH3CN (80 ml) was stirred at room temperature for 30 minutes. 30 mL H2O was added and the product was extracted into ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by using normal phase chromatography eluting with petroleum ether containing 15% ethyl acetate to give N-(1-(1-(2-chloropyrimidin-4-yl)piperidin-4-yl)ethyl)-3-(cyclopropylmethoxy)-5-methoxybenzamide (740 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993757B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-15a7590885774455a20ba3dc2bbfaab7 |
| Source note | uspto-grants-2015_03 |