HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202021Generated: October 29, 2026
3-Carboxybenzaldehyde → 3-{[4-(tert-Butoxycarbonyl)piperazin-1-yl]methyl}benzoic acid
https://huagongshe.com/reaction/2202021
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Carboxybenzaldehyde | HCID 12077 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-{[4-(tert-Butoxycarbonyl)piperazin-1-yl]methyl}benzoic acid | HCID 2795521 | 54.6% |
Reaction Steps
The solution of 3-formylbenzoic acid (300 mg, 1.83 mmol) and tert-butyl piperazine-1-carboxylate (340 mg, 1.83 mmol) in MeOH (10 mL) was stirred at 27° C. for 1 h. Then NaBH3CN (138 mg, 2.19 mmol) was added to the solution and stirred at 27° C. for 6 h. The solution was concentrated and the residue was purified by column to give the title product (320 mg, Yield 50%). LCMS (m/z): 321.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365519B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-a4379c6632dc46bfbdf937f24b99efc6 |
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| Source note | uspto-grants-2016_06 |
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