Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 23662686 | HCID 23662686 | — |
| Reactant | HCID 69673660 | HCID 69673660 | — |
| Reactant | Sodium bicarbonate water | HCID 86585896 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69673829 | HCID 69673829 | 21.1% |
Reaction Steps
200 mg of 4-[2-ethoxycarbonyl-4-phenyl-3-butynylamino]quinazoline and 1 ml of a 1 M tetrahydrofuran solution of lithium dimethylamino borohydride were added to 10 ml of tetrahydrofuran, and the obtained mixture was then stirred at a room temperature for 1 hour. Thereafter, 20 ml of 1 N hydrochloric acid was added to the reaction solution, and the obtained mixture was then stirred for 10 minutes. Thereafter, sodium bicarbonate water was added to the reaction solution for neutralization. The obtained solution was extracted with 40 ml of ethyl acetate twice, and it was then dried over sodium sulfate. The sodium sulfate was filtrated, and the organic layer was then concentrated. The residue was then purified by flash chromatography (manufactured by Biotage AB; Isolera™), so as to obtain 37 mg of 4-[2-hydroxymethyl-4-phenyl-3-butynylamino]quinazoline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08586505B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-5ae04c24ea2847e0bf4877958b476b8b |
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| Source note | uspto-grants-2013_11 |
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