Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 24863161 | HCID 24863161 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 24863585 | HCID 24863585 | 72.4% |
Reaction Steps
1-(3,3-Dimethyl-6-(6-methyl-5-(2-(methylamino)quinazolin-6-yl)isoquinolin-1-ylamino)indolin-1-yl)ethanone (180 mg, 0.36 mmol) was dissolved in 5 mL of EtOH and treated with 2 mL of concentrated aqueous HCl. The mixture was heated to 50° C. for 6 h. The mixture was concentrated and the residue was taken up in DCM and neutralized with 2 M ammonia in MeOH. The solution was pre-adsorbed onto silica gel and purified by column chromatography on silica gel using a gradient of 3 to 12% of MeOH in DCM. The clean fraction were concentrated under vacuum and the residue triturated with 1:1 diethyl ether/hexane to give 120 mg of 6-(1-(3,3-dimethylindolin-6-ylamino)-6-methylisoquinolin-5-yl)-N-methylquinazolin-2-amine as a pale yellow solid. MS (M+H)+ 461.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08440674B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-bfb0e16d3ac243808fcf2f88ffe635d7 |
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| Source note | uspto-grants-2013_05 |
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