HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 58456304, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Chlorosulfonyl isocyanate | HCID 70918 | — |
| Reactant | HCID 67248502 | HCID 67248502 | — |
| Product | HCID 58456304 | HCID 58456304 | — |
Reaction Steps
At 0° C., chlorosulfonyl isocyanate (16.38 μL, 0.189 mmol) in dichloromethane was added methanol (7.63 μL, 0.189 mmol). After stirring for 30 min, to the mixture was added 4-(5-{3-[(4-methoxypyrimidin-2-yl)amino]-5-methylphenyl}-1,3-thiazol-2-yl)piperidin-4-ol (50 mg, 0.126 mmol) and triethylamine (52.6 μL, 0.377 mmol). The reaction was aged for 20 min and ice bath removed, and stirred for 3 h. LCMS indicates product formation. The material was directly subject to column chromatography on silica gel (0-100% 10:1 ethyl acetate: methanol in hexanes) to afford:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759366B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-f973023972fb4b01a2cc1932dbe6a02a |
| Source note | uspto-grants-2014_06 |