HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium t-butoxide → 4-(1-(7-fluoro-3-methyl-2-(4-methylpyridin-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-(4-methylpyridin-2-yl)quinoline | HCID 59631086 | — |
| 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-(4-methylpyridin-2-yl)quinolin-4-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine | HCID 67284958 | — |
Reaction Steps
Prepared according to procedure Y by using 4-chloro-7-fluoro-3-methyl-2-(4-methylpyridin-2-yl)quinoline (54 mg, 0.19 mmol), 4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine (45 mg, 0.19 mmol), sodium tert-butoxide (36 mg, 0.38 mmol), XPhos precatalyst (14 mg, 0.019 mmol) in toluene (4 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 8:2) gave 4-(1-(7-fluoro-3-methyl-2-(4-methylpyridin-2-yl)quinolin-4-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine. Mass Spectrum (ESI) m/e=488.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-13e3233d7858488a87d458c26aaa9991 |
| Source note | uspto-grants-2014_07 |