HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386229Generated: October 31, 2026
Dimethyl Sulfoxide → 2-chloro-5-isopropyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one
https://huagongshe.com/reaction/2386229
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Morpholine-3-carboxylic acid hydrochloride | HCID 45790954 | — |
| Reactant | 2,4-dichloro-N-isopropylpyrimidin-5-amine | HCID 86651569 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-chloro-5-isopropyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one | HCID 86651570 | 93.1% |
Reaction Steps
A round-bottom flask was charged with 2,4-dichloro-N-isopropylpyrimidin-5-amine (940 mg, 4.56 mmol), morpholine-3-carboxylic acid hydrochloride (994 mg, 5.93 mmol), DIPEA (3.19 mL, 18.25 mmol) and DMSO (8 mL). The flask was heated overnight at 100° C. The solution was diluted with water and refrigerated for 2 hours. The aqueous solution was extracted twice with EtOAc. The organic layers were combined, dried over magnesium sulfate, filtered, and evaporated in vacuo to give 2-chloro-5-isopropyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one as a brown solid (1.2 g). MS [M+H] Found 283.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08268819B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-99b8d1d8cdd04fad851f79152d1530d5 |
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| Source note | uspto-grants-2012_09 |
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