Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | (2-Fluoropyridin-4-yl)methanol | HCID 11332468 | — |
| Reactant | 4-(2,4-difluorophenyl)-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine | HCID 70976524 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66576054 | HCID 66576054 | 40.6% |
Reaction Steps
To mixture of 4-(2,4-difluorophenyl)-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine (75 mg; 0.197 mmol), intermediate 42.1, and 2-fluoro-4-pyridinemethanol (102 mg; 0.781 mmol) in THF (3.5 ml) a 1 M solution of sodium bis(trimethylsilyl)amide in THF (0.391 ml) was added. The batch was stirred under argon for 6 hours at 70° C. After cooling the batch was poored into saturated aqueous ammonium chloride solution. The organic phase was separated, washed with brine, dried (sodium sulfate) and concentrated. The residue was purified by preparative HPLC to give the desired product (38 mg; 0.08 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916557B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-e51f6fba6ab84958a52305e7639793ec |
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| Source note | uspto-grants-2014_12 |
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