Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 68545130 | HCID 68545130 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68548926 | HCID 68548926 | — |
Reaction Steps
Methyl (2E)-3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonyl-amino)pyrimidin-5-yl]-1-propenoate (5.4 g) obtained in step I above was dissolved in toluene (30 ml) and the resulting solution was cooled to −78° C. To this solution, diisobutylaluminium hydride (20% solution in toluene, 45.2 ml) was added and the reaction mass was stirred at −70° C. for 15 min. Thereafter, reaction mass was poured into aqueous hydrochloric acid (1N, 30 ml). The organic layer was separated and washed with water (20 ml). The solvent was distilled under reduced pressure to yield pure (2E)-3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-propen-1-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318933B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-64dacb196742418cad64e2bb7b3d8475 |
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| Source note | uspto-grants-2012_11 |
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