Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 59631812 | HCID 59631812 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59632199 | HCID 59632199 | 44.5% |
Reaction Steps
To a solution of BH3 (1 M, 4 mL) in THF was added (4-(1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)-3′-(methylsulfonyl)biphenyl-2-yl)(morpholino)-methanone (4.60 mg, 0.78 mmol) and the solution was stirred overnight at 20° C. MeOH was added to quench borane and solvent was evaporated to afford a crude, which was purified by column chromatography on silica gel eluting with MeOH-DCM (1:19) to afford 4-((4-(1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)-3′-(methylsulfonyl)biphenyl-2-yl)methyl)morpholine (0.2 g). 1H-NMR (CDCl3): δ 8.25 (m, 1H), 7.93 (m, 1H), 7.72 (m, 1H), 7.60 (m, 1H), 7.55 (m, 1H), 7.49-7.39 (m, 3H), 7.33-7.26 (m, 2H), 7.18 (m, 1H), 6.85 (s, 1H), 3.58 (m, 4H), 3.16 (s, 3H), 3.07 (s, 3H), 2.14 (m, 4H). MS(ES): 576 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703805B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-e3293a8e14654796bc7a92ebbed1cb99 |
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| Source note | uspto-grants-2014_04 |
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