Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 68609409 | HCID 68609409 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69493341 | HCID 69493341 | — |
Reaction Steps
A solution of 2.31 g (7.2 mmol) (1R)—B-chlorodiisopinocampheylborane in 20 mL THF was added dropwise within 30 min to a solution of 1.3 g (5.96 mmol) 3-(7-methyl-1H-indazol-5-yl)-2-oxo-propionic acid and 0.84 mL (7.2 mmol) triethylamine in 50 mL THF cooled to approx. −25° C. and the reaction mixture was kept for 1.5 h at this temperature and then heated to RT within another hour. The mixture was evaporated down i.vac., the residue was taken up in 100 mL 4 M ethanolic HCl and stirred overnight at RT. 200 mL EtOAc and 200 mL 15% K2CO3 solution were added, the organic phase was separated off and dried over Na2SO4. After the desiccant and solvent had been eliminated the residue was purified chromatographically by HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07696195B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-d8d8327e14254297a2475da5e2540911 |
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| Source note | uspto-grants-2010_04 |
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