Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | HCID 90009166 | HCID 90009166 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 90009156 | HCID 90009156 | — |
Reaction Steps
Methyl 4-{5-[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(morpholin-4-yl)pyrimidin-5-yl]-6-methoxypyridin-3-yl}-3-methylbenzoate (EXAMPLE 39 Step A, 0.114 g, 0.153 mmol) was dissolved in ethanol (1.0 mL). Added hydrazine (0.144 mL, 4.59 mmol), and stirred at 85° C. in a screw cap vial (Pressure type) under a nitrogen blanket. Once complete, the solvent was removed by rotary evaporation and the crude isolate was partitioned between ethyl acetate and water. Washed the organic twice more with water, then once with brine, dried over sodium sulfate, filtered and evaporated to give an off-white foam as the product. The compound was used without further purification. 1H NMR (CDCl3, 500 MHz): δ 8.18 (m, 2H), 7.88 (s, 1H), 7.71 (m, 3H), 7.61 (d, 1H), 7.45 (d, 1H), 7.35 (s, 1H), 7.31 (d, 1H), 5.63 (d, 1H), 4.74 (d, 1H), 4.33 (m, 1H), 4.10 (m, 2H), 4.00 (m, s, 4H), 3.86 (m, 4H), 3.80 (m, 4H), 2.37 (s, 3H), 0.72 (d, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353101B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-c49b944d167a42029d12c152153b76ad |
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| Source note | uspto-grants-2016_05 |
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