HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178491850, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloropropanesulphonyl chloride | HCID 15410 | — |
| Reactant | HCID 178491845 | HCID 178491845 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178491850 | HCID 178491850 | 77.2% |
Reaction Steps
To a stirred solution of trans-[4-amino-2-(4-amino-cyclohexylamino)-pyrimidin-5-yl]-(2,3-difluoro-6-methoxy-phenyl)-methanone (565 mg, 1.5 mmol, Example 120) and triethylamine (167 mg, 0.25 mL, 1.69 mmol) in tetrahydrofuran (20 mL) at 0° C., 3-chloropropane sulfonyl chloride (0.20 mL, 1.65 mmol, Aldrich) was added. The mixture was stirred for 10 minutes and the reaction was quenched with water. The mixture was extracted with ethyl acetate and the extracts were combined and dried with sodium sulfate. The solvent was removed and the residue was chromatographed (4% methanol/dichloromethane) to give 600 mg of yellow solid. Yield, 77%. MS (ES) MH+=518.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07157455B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-c2bb3a04db7b4bf9b3786748a9605413 |
| Source note | uspto-grants-2007_01 |