Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 58169454 | HCID 58169454 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58169380 | HCID 58169380 | 99.7% |
Reaction Steps
A mixture of (2-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-5-yl)methanol (350 mg, 1.32 mmol), imidazole (107.6 mg, 1.58 mmol, 1.2 eq), TBDMSCl (238 mg, 1.58 mmol, 1.2 eq) in CH2Cl2 (10 mL) was stirred at 20° C. for 16 h. Water (30 mL) was added and the reaction was extracted with CH2Cl2 (4×30 mL). The combined organic phases were washed (brine), dried (Na2SO4), filtered and concentrated to afford 5-((tert-butyldimethylsilyloxy)methyl)-2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (500 mg, 99%). LC-MS (m/z)=380.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422271B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-9ff8f901855447479c12285546a4f4a8 |
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| Source note | uspto-grants-2016_08 |
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