Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47553Generated: October 25, 2026

3-Bromopyridine → (7Br,11as)-n-(3-pyridinyl)-1,2,7b,8,9,10,11,11a-octahydro-4h-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indol-6-amine

https://huagongshe.com/reaction/47553

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromopyridineHCID 12286—
ReactantAmmonium HydroxideHCID 14923—
ReactantTert-butyl (7br,11as)-6-amino-1,2,7b,10,11,11a-hexahydro-4h-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8h)carboxylateHCID 86586438—
Product(7Br,11as)-n-(3-pyridinyl)-1,2,7b,8,9,10,11,11a-octahydro-4h-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indol-6-amineHCID 60071799—

Reaction Steps

Using 3-bromopyridine and following the procedures described in EXAMPLE 56, Part C, tert-butyl (7bR,11aS)-6-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate from EXAMPLE 56, Part B was converted into (7bR,11aS)-N-(3-pyridinyl)-1,2,7b,8,9,10,11,11a-octahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indol-6-amine, bis-trifluoroacetic acid salt. This material was free-based with aq ammonium hydroxide, extracted with chloroform, washed with brine, dried (K2CO3) and concentrated to afford the title compound of EXAMPLE 115. LRMS (ES)+: 323.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699852B2
Source datasetuspto-grants-2004_03
ORD IDord-5b423fcba3164943a4919c3760aba303
Source noteuspto-grants-2004_03