Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Aminobenzylamine | HCID 427814 | — |
| Reactant | 5-bromo-2-chloro-N-phenylpyrimidin-4-amine | HCID 11403389 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 22048124 | HCID 22048124 | 49% |
Reaction Steps
4-Aminobenzylamine (122 mg, 1.0 mmol) and ethereal hydrogen chloride (1.0M; 1.0 ml, 1.0 mmol) were added to a solution of 4-anilino-5-bromo-2-chloropyrimidine (256 mg, 0.9 mmol) in n-butanol (4 ml) and the mixture was heated at 100° C. for 16 hours. The insoluble solid was filtered off and dissolved in methanol (5 ml). Silica (2 g) was added and volatile material was removed by evaporation. The residue was purified by bond elute chromatography, eluting with 0-4% 2.0M methanolic ammonia solution in DCM, to give the product (163 mg, 49%): LCMS (MH+): 370, 372; HPLC (RT, System A): 2.04.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06838464B2 |
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| Source dataset | uspto-grants-2005_01 |
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| ORD ID | ord-87bcc19c11024a288a60bc8bf704fb1d |
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| Source note | uspto-grants-2005_01 |
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