Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium iodide | HCID 66321 | — |
| Reactant | HCID 68603345 | HCID 68603345 | — |
| Solvent | 2,4,6-Trimethylpyridine | HCID 7953 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68511710 | HCID 68511710 | 94.3% |
Reaction Steps
To a suspension of 3-(6-methoxy-4-oxoquinazolin-3(4H)-yl)-4-methylbenzoic acid (8 g) in 2,4,6-collidine (80 ml) was added LiI (6.2 g) and heated to 195° C. for 54 hours. The reaction mixture was cooled to room temperature and diluted with ethyl acetate. The organic phase was washed with water. The aqueous phase was acidified to pH˜1 with 1N HCl and the resultant solid collected by filtration. The solid was dried in vacuo at 60° C. to yield 3-(6-hydroxy-4-oxoquinazolin-3(4H)-yl)-4-methylbenzoic acid (7.2 g); NMR Spectrum: (DMSOd6) 2.14 (s, 3H), 7.33 (m, 1H), 7.48 (d, 1H), 7.56 (d, 1H), 7.62 (d, 1H), 7.91 (s, 1H), 7.97 (d, 1H), 8.12 (s, 1H); Mass Spectrum: M+H+ 297.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07696215B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-95a0b10c36d34dab929fb543cdd77c3f |
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| Source note | uspto-grants-2010_04 |
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