Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 11638343 | HCID 11638343 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 11579998 | HCID 11579998 | 31.2% |
Reaction Steps
A mixture of (2-methyl-quinazolin-4-yl)-(N-methyl-4-acetamido-phenyl)-methylamine (103 mg, 0.321 mmol) in 3 mL of methanol and 3 mL of 2N NaOH was heated at 90° C. for 4 h. The reaction mixture was cooled to room temperature and diluted 25 mL of ethyl acetate. It was washed with saturated NaHCO3, and the organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The crude was purified by column chromatography (40% ethyl acetate/hexane) to give the title compound (28 mg, 0.10 mmol, 31%). 1H NMR (CDCl3): 7.71 (m, 1H), 7.50 (ddd, J=8.4, 6.9, 1.5, 1H), 6.93-7.11 (m, 4H), 6.60 (m, 2H), 3.84 (s, broad, 1H), 3.57 (s, 3H), 2.87 (s, 3H), 2.70 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08258145B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-a3d827bc57d04e4cbd3ea86168ca2d5b |
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| Source note | uspto-grants-2012_09 |
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