HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401408Generated: November 1, 2026
Hydrochloric Acid → Methyl 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-8-carboxylate
https://huagongshe.com/reaction/1401408
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl 4-hydrazinobenzoate hydrochloride | HCID 2788448 | — |
| Reactant | 1-Methylpiperidin-4-one hydrochloride | HCID 12210057 | — |
| Product | Methyl 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-8-carboxylate | HCID 1070332 | — |
Reaction Steps
Methyl-4-hydrazinylbenzoate hydrochloride (1 equiv.) and 1-methylpiperidin-4-one HCl (0.76-1.4 equiv.) are taken aqueous HCl and heated at 100° C. overnight (the product was detected by LCMS). The reaction mixture is concentrated and refluxed (90° C.) in methanolic HCl overnight (product was detected by LCMS and TLC). The reaction mixture is concentrated and basified with aqueous NaHCO3 solution and extracted with EtOAc. The crude product is crystallized in DCM and ether and hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08907097B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-c9328bbdda3e4113865d35a0a99aaa80 |
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| Source note | uspto-grants-2014_12 |
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