Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 66609718 | HCID 66609718 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 66609034 | HCID 66609034 | — |
Reaction Steps
A mixture of methyl 2-tert-butyl-5-((2-((tert-butyldimethylsilyloxy)methyl)-3-(1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl)phenylamino)-methyl)thiazole-4-carboxylate (125d) (590 mg, 0.9 mmol) and lithium hydroxide (1090 mg, 45 mmol) in isopropyl alcohol (20 mL) and water (20 mL) was stirred at 25° C. for 5 h. The reaction mixture was concentrated to about 50% of the original volume and acidified to pH˜4 with 1M HCl (aq.). It was then extracted with CH2Cl2:MeOH(−7:1). The organic layers were combined, dried with anhydrous MgSO4, and concentrated to afford 125e, which was used in the next step without further purification. LCMS: (M+H)+ 635.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249123B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-1b42b0c9520f425dac0ebe7f0ba33b15 |
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| Source note | uspto-grants-2016_02 |
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