Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 86662387 | HCID 86662387 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 46869518 | HCID 46869518 | 96% |
Reaction Steps
To a 40-mL vial with magnetic stirbar at 25° C. was added 4-(1-{3-[(2-Chloro-pyridine-4-carbonyl)-amino]-phenyl}-2-dimethylamino-ethylamino)-quinazoline-8-carboxylic acid methyl ester (0.25 g, 0.495 mmol, 1 eq.) and THF (5 mL) and iPrOH (5 mL). An approx. equal volume of concentrated aq. NH4OH solution (28-30% soln.) was then added and stirring continued overnight. The reaction mixture was heated at 50° C.×4 hours in order to drive the reaction to completion. H2O (25 mL) was added to the reaction mixture and a precipitate immediately began to form. The precipitate was collected and discarded, and the aqueous layer was evaporated under nitrogen affording the desired product, 0.23 g (96% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08637532B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-063b237a59754ce2a31ea21050ec9b8b |
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| Source note | uspto-grants-2014_01 |
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