Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67003443 | HCID 67003443 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67003502 | HCID 67003502 | — |
Reaction Steps
To a solution of 5-(2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)-2-(1-(methoxymethoxy)cyclobutyl) thiazole (Example 107B) (1.273 g, 2.138 mmol) in methanol (10.8 mL) and tetrahydrofuran (10.8 mL) was added 10% aqueous hydrochloric acid solution (6.61 mL, 21.38 mmol). The reaction mixture was heated to 65° C. for 3 hours. The reaction was partitioned between ethyl acetate (50 mL) and water (50 mL). The layers separated, and the aqueous layer was extracted with additional ethyl acetate (2×50 mL). The combined organics were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the title compound. MS APCI(+) m/z 552.54 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691810B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-f6f0aef0de2044f3a869b0f4d37e0e25 |
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| Source note | uspto-grants-2014_04 |
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