Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 67117494 | HCID 67117494 | — |
| Reactant | HCID 85984633 | HCID 85984633 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58216546 | HCID 58216546 | — |
Reaction Steps
4-Chloro-6-(4-methylsulfanyl-phenylamino)-pyrimidine-5-carbonitrile (150.00 mg, 0.54 mmol) in DMF (2 ml) was mixture with Potassium Carbonate (82.1 mg, 0.59 mmol), added 1-piperidin-4-yl-hexan-1-one hydrochloride (237.4 mg, 1.08 mmol) in DMF (1 ml) and left stirring at room temperature for 1 hour. Reaction was worked up with ethyl acetate, sodium bicarbonate, dried with magnesium sulfate, filtered and concentrate under high vacuum to afford a lithe yellow solid as product. Compound was recrystallized using hexane in ethyl acetate to afford Compound B134 (157 mg). LCMS (ESI) for C22H28N6OS: m/z 425.4 (M+H+, 100%). 1H NMR 400 MHz CDCl3 δ (ppm): 8.72 (d, 1H), 8.40 (s, 1H), 7.97 (q, 1H), 7.21 (s,1H,NH), 4.92 (m, 2H), 3.42 (m, 2H), 2.86 (m, 1H), 2.75 (s, 3H), 2.65 (t, 2H), 2.15 (m, 2H), 1.77 (m, 2H), 1.50(m, 2H), 1.50 (m, 2H), 1.07 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08933083B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-270bbe5d65074fe18236ddd2085f4aec |
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| Source note | uspto-grants-2015_01 |
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