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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215909Generated: October 25, 2026

3-Amino-2-methoxypyridine → (4aS,9bR)-(2-methoxy-pyridin-3-yl)-(5-methyl-6-trifluoromethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indol-8-yl)-amine

https://huagongshe.com/reaction/2215909

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-2-methoxypyridineHCID 2737488—
ReactantSodium t-butoxideHCID 23676156—
Reactant(4aS,9bR)-8-bromo-5-methyl-6-trifluoromethyl-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indole-2-carboxylic acid tert-butyl esterHCID 67182365—
Product(4aS,9bR)-(2-methoxy-pyridin-3-yl)-(5-methyl-6-trifluoromethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indol-8-yl)-amineHCID 21056596—

Reaction Steps

The title compound was prepared by following the general Method A as a yellow solid (25 mg, 13%) from (4aS,9bR)-8-bromo-5-methyl-6-trifluoromethyl-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indole-2-carboxylic acid tert-butyl ester (Example 45, 217 mg, 0.5 mmol), 3-amino-2-methoxy-pyridine (186 mg, 1.5 mmol) and NaOt-Bu (144 mg, 1.5 mmol). MS (ESI): 379 (base, M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109339B2
Source datasetuspto-grants-2006_09
ORD IDord-530fa3e24b744bfe8c90ab2a337bea21
Source noteuspto-grants-2006_09