Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 2-[(4-{2-[(5-Bromopyrimidin-2-yl)(heptyl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester | HCID 59759032 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59759168 | HCID 59759168 | 53.9% |
Reaction Steps
Tris(dibenzylideneacetone)dipalladium (45 mg), 2-(di-tert-butylphosphino)biphenyl (29 mg) and sodium tert-butoxide (104 mg) were added to a 20 mL screw cap test tube substituted with nitrogen, and a solution of 2-[(4-{2-[(5-bromopyrimidin-2-yl)(heptyl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (550 mg) synthesized in Example 442-1 and morpholine (129 mg) in toluene (2.0 mL) was added thereto. The test tube was capped, and stirred at 110° C. for 8 hr. After cooling to room temperature, the solution was directly packed and purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=3:1 to 2:1) to give the title compound (300 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026370B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-52347d7bdd9c4a0095233ff44d35805b |
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| Source note | uspto-grants-2011_09 |
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