Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 67003444 | HCID 67003444 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67003374 | HCID 67003374 | — |
Reaction Steps
To a solution of 5-(5-chloro-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)-2-(1-(methoxymethoxy)cyclobutyl)thiazole (Example 1F) (1.5 g, 2.381 mmol) in a solvent mixture of tetrahydrofuran (24 mL) and methanol (10 mL) was added 10% aqueous HCl solution (7.24 ml, 23.81 mmol). The reaction was heated to 65° C. for 8 hours and was then cooled to room temperature. The reaction was partitioned between ethyl acetate (50 mL) and water (50 mL), and the layers were separated. The aqueous layer was extracted with additional ethyl acetate (2×50 mL). The combined organics were dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the title compound, which was used without further purification. MS ESI(+) m/z 586.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08691810B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-e88ed274eca245ffbc447dc5ec71e580 |
|---|
| Source note | uspto-grants-2014_04 |
|---|