HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → HCID 178504755, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 178504759 | HCID 178504759 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178504755 | HCID 178504755 | 72.5% |
Reaction Steps
To a mixture of 5-[(trans-4-hydroxycyclohexyl)amino]-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (Example 111) (150 mg), chloroform (40 mL) and acetonitrile (20 mL), N-bromosuccinimide (69 mg) was added and stirred at room temperature for 2 hours. To the reaction liquid, silica gel was added, and the solvent was distilled off, followed by purification by silica gel column chromatography (eluent; chloroform:methanol=10:0:0 to 10:1). The resulting crude product was solidified with ethyl acetate and washed with ethyl acetate to give 6-bromo-5-[(trans-4-hydroxycyclohexyl)amino]-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (130 mg) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969336B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-3f1d4b1a30e5407587f7afc78105ef3d |
| Source note | uspto-grants-2015_03 |