HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Amino-2-chloropyridine → (4aS,9bR)-(6-Chloro-pyridin-3-yl)-(5-methyl-6-trifluoromethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indol-8-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Amino-2-chloropyridine | HCID 79305 | — |
| Reactant | Sodium t-butoxide | HCID 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 ester | HCID 67182365 | — |
| Product | (4aS,9bR)-(6-Chloro-pyridin-3-yl)-(5-methyl-6-trifluoromethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indol-8-yl)-amine | HCID 21056600 | — |
Reaction Steps
The title compound was prepared by following the general Method A as a yellow solid (56 mg, 29%) 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), 5-amino-2-chloro-pyridine (193 mg, 1.5 mmol) and NaOt-Bu (144 mg, 1.5 mmol). MS (ESI): 383 (base, M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109339B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-9fee81abce2b4a8ba45ca6e331390788 |
| Source note | uspto-grants-2006_09 |