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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836575Generated: November 2, 2026

(4-Methoxy-2-methylphenyl)boronic acid → (+/-)-trans 2-(4-methoxy-2-methylphenyl)-5,6,8,8a,9,10,11,11a-octahydro-4H-pyrido[3,2,1-ij]pyrrolo[3,4-c]quinoline

https://huagongshe.com/reaction/1836575

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Methoxy-2-methylphenyl)boronic acidHCID 2773486—
Reactant(+/-)-trans-2-[4-methoxy-2-(trifluoromethyl)phenyl]-5,6,8,8a,9,10,11,11a-octahydro-4H-pyrido[3,2,1-ij]pyrrolo[3,4-c]quinoline, bis-hydrochloride saltHCID 131724531—
Product(+/-)-trans 2-(4-methoxy-2-methylphenyl)-5,6,8,8a,9,10,11,11a-octahydro-4H-pyrido[3,2,1-ij]pyrrolo[3,4-c]quinolineHCID 60088318—

Reaction Steps

Using 2-methyl-4-methoxyphenyl boronic acid and following procedures described in EXAMPLE 34, (±)-trans tert-butyl 2-bromo-5,6,8a,9,11,11a-hexahydro-4H-pyrido[3,2,1-ij]pyrrolo[3,4-c]quinoline-10(8H)-carboxylate from EXAMPLE 7, Part A was converted into the title compound of EXAMPLE 36 as a yellow semi-solid. 1H NMR (500 MHz, CDCl3) δ 1.26 (s, 1H), 1.95 (m, 1H), 2.01 (m, 1H), 2.16 (m, 1H), 2.28 (s, 3H), 2.70-2.90 (m, 4H), 2.98 (t, 1H, J=7 Hz), 3.22 (m, 1H), 3.30 (m, 4H), 3.38 (t, 1H, J=7 Hz), 3.60 (s, 3H), 6.58 (s, 1H), 6.74 (d, 1H, J=8.4 Hz), 6.77 (s, 2H), 7.12 (d, 1H, J=8.4 Hz). LRMS (ES)+: 335 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06777406B2
Source datasetuspto-grants-2004_08
ORD IDord-935fa4d5becd407297d127171635a5d8
Source noteuspto-grants-2004_08