Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 69075759 | HCID 69075759 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178519374 | HCID 178519374 | — |
Reaction Steps
After dissolving 2-[(1-naphthalen-1-ylmethyl-piperidin-4-ylmethyl)-amino]-benzimidazole-1,5-dicarboxylic acid 1-tert-butyl ester 5-methyl ester (940 mg, 1.78 mmol) in dry tetrahydrofuran (18 ml) under a nitrogen stream, aluminum lithium hydride (135 mg, 3.56 mmol) was added at 0° C., and the mixture was stirred for 3 hours. Saturated aqueous sodium sulfate was added, and then the solvent was distilled off under reduced pressure. Since the residue contained water, it was dissolved in ethyl acetate and washed with saturated brine, and the solvent was then distilled off under reduced pressure to obtain a residue. The residue was purified by silica gel column chromatography (dichloromethane/methanol/TEA=90/5/5) to obtain {2-[(1-naphthalen-1-ylmethyl-piperidin-4-ylmethyl)-amino]-1H-benzimidazol-5-yl-}-methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07517875B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-b0503c52b12d43fea942d94fccc7c1e6 |
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| Source note | uspto-grants-2009_04 |
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