HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475360Generated: October 29, 2026
Trimethylsilyl iodide → 4-(4-Amino-4-methyl-piperidine-1-carbonyl)-benzoic acid methyl ester
https://huagongshe.com/reaction/475360
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | 4-(4-Benzyloxycarbonylamino-4-methyl-piperidine-1-carbonyl)benzoic Acid Methyl Ester | HCID 66757040 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(4-Amino-4-methyl-piperidine-1-carbonyl)-benzoic acid methyl ester | HCID 66756977 | — |
Reaction Steps
To a stirred solution of Example 32A (0.2 g, 0.49 mmol) in acetonitrile (4.0 mL) at room temperature was added iodotrimethysilane (0.11 mL, 0.75 mmol). The reaction mixture was stirred at 50° C. for 30 minutes and then concentrated under reduced pressure. The solid residue was washed with acetone and ether and filtered to provide titled compound. MS (CI) m/z 277 (M+1)+; 1H NMR (300 MHz, DMSO-d6) δ ppm 8.04 (d, 2H), 7.90 (bs, 2H NH2-DMSO solvent), 7.50 (d, 2H), 3.88 (s, 3H), 3.35-3.20 (m, 4H), 1.79-1.58 (m, 4H), 1.35 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08637546B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-2b34430d39e04d12abcc26ade029dcc8 |
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| Source note | uspto-grants-2014_01 |
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