Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichlorothieno[3,2-d]pyrimidine | HCID 12712832 | — |
| Reactant | 3-(Aminomethyl)oxetan-3-amine | HCID 21713016 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86680733 | HCID 86680733 | 153.9% |
| Product | HCID 86680734 | HCID 86680734 | 77% |
Reaction Steps
To a mixture of 3-aminomethyloxetan-3-ylamine (0.98 g, 9.6 mmol) in dichloromethane (15 mL) and triethylamine (4 mL, 28.7 mol) was added a solution of 2,4-dichlorothieno[3,2-d]pyrimidine (1.0 g, 4.8 mmol) dropwise in dichloromethane (5 mL). The mixture was stirred at room temperature overnight, then water (50 mL) was added. The mixture was extracted with dichloromethane. The organic phase was washed with brine, dried with anhydrous sodium sulfate. The solvent was then removed and the residue was purified by flash column chromatography (eluting with 10%˜30% methanol in dichloromethane) to give 1.0 g of N-[(3-aminooxetan-3-yl)methyl]-2-chlorothieno[3,2-d]pyrimidin-4-amine and N-[3-(aminomethyl)oxetan-3-yl]-2-chlorothieno[3,2-d]pyrimidin-4-amine (yield was 77%). MS obsd. (ESI+) [(M+H)+] 271.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08604019B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-c8096584659048e4940e10edc2cb5672 |
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| Source note | uspto-grants-2013_12 |
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