HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190836Generated: October 31, 2026
Hydrochloric Acid → 5-(Benzyloxy)-2-methoxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid
https://huagongshe.com/reaction/1190836
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-Butyl 5-(benzyloxy)-2-methoxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate | HCID 136338080 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(Benzyloxy)-2-methoxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid | HCID 136338081 | 89.4% |
Reaction Steps
To a solution of Compound 43c (1.1 g, 3.2 mmol) in MeOH (20 mL) and THF (20 mL) was added 7 N NaOH (4.0 mL, 28 mmol) and the solution stirred at 50° C. for 3 h. The reaction mixture was cooled in an ice bath then acidified by the addition of 1 N HCl (20 mL). The resulting precipitate was filtered, rinsed with water then dried under vacuum to give Compound 43a (790 mg, 89% yield) as a white solid. LCMS=1.41 min using analytical method (Q), 277.0 (M+H). 1H NMR (400 MHz, DMSO-d6) δ 13.49 (br. s., 1H), 12.91 (br. s., 1H), 7.90-6.67 (m, 5H), 5.01 (s, 2H), 3.86 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680090B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-d438ce3daef54677b1ce7a62f02bc305 |
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| Source note | uspto-grants-2014_03 |
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