HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873549Generated: October 28, 2026
Water → 4-[4-Methoxy-2-methyl-3-(3,3,6,6-tetramethyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)phenyl]pyrimidine-2-carboxylic acid amide
https://huagongshe.com/reaction/873549
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | 4-[4-Methoxy-2-methyl-3-(3,3,6,6-tetramethyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)phenyl]pyrimidine-2-carboxylic acid | HCID 117700522 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[4-Methoxy-2-methyl-3-(3,3,6,6-tetramethyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)phenyl]pyrimidine-2-carboxylic acid amide | HCID 117700774 | 86% |
Reaction Steps
1,1′-Carbonyldiimidazole (50.1 mg, 0.309 mol) was added to a solution of the 4-[4-methoxy-2-methyl-3-(3,3,6,6-tetramethyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)phenyl]pyrimidine-2-carboxylic acid obtained in Example 75-4 (133 mg, 0.257 mmol) in THF (2.0 mL) and DMF (0.5 mL) at room temperature, and the mixture thus obtained was then stirred at the same temperature as above for 30 minutes. Thereafter, 27% ammonia water was added to the resulting solution, and the mixture thus obtained was further stirred at the same temperature as above for 30 minutes. Thereafter, water was added to the reaction solution, and the mixed solution was then extracted with ethyl acetate twice. The organic layer thus obtained was washed with 1 M-hydrochloric acid and brine, and was then dried over anhydrous sodium sulfate. After that, the solvent was distilled away under reduced pressure. The residue thus obtained was solidified with diethyl ether to obtain the title compound (114 mg, yield: 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975263B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-3968d3e88ecd40b0a05d18ea2740eb39 |
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| Source note | uspto-grants-2015_03 |
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