Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 58073906 | HCID 58073906 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58073923 | HCID 58073923 | 97.7% |
Reaction Steps
To a solution of 6-methyl-2-(2,3,5,6-tetrafluoro-4′-formyl-biphenyl-4-yl)-1H-benzoimidazole-4-carboxylic acid methyl ester (0.13 g, 0.29 mmol) in tetrahydrofuran (100 mL) was added piperidine (0.03 g, 0.35 mmol). The reaction mixture was stirred at room temperature for 30 minutes. Sodium triacetoxyborohydride (0.374 g, 1.76 mmol) was added and stirring continued for another 1 hour. The progression of the reaction was monitored by TLC. The reaction mixture quenched with sodium bicarbonate solution (3 mL) and concentrated. The residue was then extracted with ethyl acetate and the combined organic layered were washed with water and brine, dried over anhydrous sodium sulphate and concentrated to get the title compound (0.145 g, 96.66%) which was directly taken to next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09006454B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-70c28d36f47641ec8d54b728be292a75 |
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| Source note | uspto-grants-2015_04 |
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