Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86710173 | HCID 86710173 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 73055947 | HCID 73055947 | 20.8% |
Reaction Steps
To a 25 mL flask, tert-butyl (5-(6-fluoro-7-(3-(methylsulfonyl)phenyl)-4-morpholinoquinazolin-2-yl)pyrimidin-2-yl)carbamate (0.06 g, 0.0001 mol) and 1,4-dioxane (4 mL) were added. The reaction mixture was cooled to 0° C. To the flask, 4 N HCl in 1,4-dioxane (6 mL) was added. The reaction mixture was stirred at room temperature for 12 hours. The volatiles were evaporated under reduced pressure to provide the crude product. The crude product was purified by preparative HPLC (10 mM ammonium acetate in water and acetonitrile) to provide the title compound (0.01 g, 7%). 1H NMR (400 MHz, DMSO-d6): δ 9.21 (s, 2H), 8.23 (s, 1H), 8.13-8.07 (m, 3H), 8.02 (d, J=11.2 Hz, 1H), 7.88 (t, J=8.0 Hz, 1H), 7.42 (br s, 2H), 3.96 (br s, 4H), 3.84 (br s, 4H), 3.43 (s, 3H): LC-MS (ESI): Calculated mass: 480.1; Observed mass [M+H]+: 481.1 (RT=0.30 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145411B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-80f052415ffe45f78b7da83db2134b69 |
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| Source note | uspto-grants-2015_09 |
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