Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | HCID 58542037 | HCID 58542037 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178448435 | HCID 178448435 | 88% |
Reaction Steps
To a suspension of 2-[5-(2-amino-pyrimidin-5-yl)-1-tert-butyl-1H-benzimidazol-2-yl]-4-fluoro-benzonitrile (500 mg, 1.29 mmol) in EtOH (8 mL) is added hydroxylamine 50% aqueous solution (1.71 mL, 25.88 mmol) at room temperature. The solution is stirred at 75° C. for 18 hours. The reaction mixture is cooled to room temperature and the ethanol removed in vacuo. Water (30 mL) is added to the reaction mixture and the resultant precipitate is filtered and washed with 10% EtOAc/heptane (10 mL) to afford 2-[5-(2-amino-pyrimidin-5-yl)-1-tert-butyl-1H-benzimidazol-2-yl]-4-fluoro-N-hydroxy-benzamidine (485 mg, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420655B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-1c167bd3fa9440df8ef12addda3ceed5 |
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| Source note | uspto-grants-2013_04 |
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