Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 68823456 | HCID 68823456 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22711812 | HCID 22711812 | 76.1% |
Reaction Steps
NaBH4 (0.034 mol) was added portionwise at 5° C. to a mixture of (±)-1,1-dimethylethyl 4-[[1-(2-oxo-2-phenylethyl)-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate (0.034 mol) in tetrahydrofuran (250 ml) and methanol (250 ml). The mixture was stirred at 5° C. and then hydrolyzed cold with H2O. The solvent was evaporated and the residue was taken up in H2O. The precipitate was filtered off, washed with diisopropylether and dried, yielding 11.3 g of (±)-1,1-dimethylethyl 4-[[1-(2-hydroxy-2-phenylethyl)-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate (76%) (interm. 3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07528149B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-23fc33852d0d4652aba5f3d6d5c8648f |
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| Source note | uspto-grants-2009_05 |
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