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(R)-tert-butyl (5-(5-amino-2-fluorophenyl)-2,2,5-trimethyl-1,1-dioxido-5,6-dihydro-2H-1,4-thiazin-3-yl)carbamate[ No CAS ]
(R)-tert-butyl (5-(2-fluoro-5-((2-methylbenzo[d]thiazol-4-yl)amino)phenyl)-2,2,5-trimethyl-1,1-dioxido-5,6-dihydro-2H-1,4-thiazin-3-yl)carbamate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With sodium t-butanolate; In toluene;
Step 1: Synthesis of (R)-tert-butyl (5-(2-fluoro-5-((2-methylbenzo[d]thiazol-4-yl)amino)phenyl)-2,2,5-trimethyl-1,1-dioxido-5,6-dihydro-2H-1,4-thiazin-3-yl)carbamate To a sealable tube was added <strong>[112146-10-8]4-bromo-2-methylbenzo[d]thiazole</strong> (48.0 mg, 0.210 mmol), (R)-tert-butyl (5-(5-amino-2-fluorophenyl)-2,2,5-trimethyl-1,1-dioxido-5,6-dihydro-2H-1,4-thiazin-3-yl)carbamate (70 mg, 0.175 mmol) and toluene (1.0 mL). It was purged with Argon, then tris(dibenzylideneacetone) dipalladium (0) (16.05 mg, 0.018 mmol), and tBuXphos (18.60 mg, 0.044 mmol) were added and the mixture was purged with Argon. Sodium tert-butoxide (47.2 mg, 0.491 mmol) was added slowly to the mixture. It was stirred at 100 C. for 25 min. The reaction mixture was diluted with sat'd NH4Cl and extracted with EtOAc. The organic extract was washed with brine and dried over anhydrous MgSO4. The solution was filtered and concentrated in vacuo to give the crude material as a brown solid. The crude product was used for next step directly. LC/MS (ESI+) m/z=547.2 (M+H).
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