HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium t-butoxide → 4-(1-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 4-Chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline | HCID 59631075 | — |
| Reactant | 4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine | HCID 67284558 | — |
| Catalyst | XPhos Palladacycle | HCID 54751079 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(1-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine | HCID 67284619 | — |
Reaction Steps
Prepared according to procedure Y by using 4-(2,3-dihydro-1H-pyrido[2,3-b]-[1,4]thiazin-7-yl)morpholine (43.5 mg, 0.18 mmol), 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (50 mg, 0.183 mmol), XPhos precatalyst (13.5 mg, 0.018 mmol) and sodium tert-butoxide (35.2 mg, 0.37 mmol) with heating in toluene (5 mL) for 1 h at 110° C. Purification by column chromatography (gradient of DCM to (DCM:MeOH:NH4OH, 90:9:1) from 1:0 to 9:1) gave 4-(1-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine. Mass Spectrum (ESI) m/e=474.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-887b3a241b164ab0b9adfa9b01c704ef |
| Source note | uspto-grants-2014_07 |