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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251053Generated: November 1, 2026

5-Bromo-7-chloroindoline → 3-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)-5-chloro-1-[(1S)-1-(methoxymethyl)propyl]-2(1H)-pyrazinone

https://huagongshe.com/reaction/2251053

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-7-chloroindolineHCID 16789164—
Reactant3,5-dichloro-1-[(1S)-1-(methoxymethyl)propyl]-2(1H)-pyrazinoneHCID 69224765—
Product3-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)-5-chloro-1-[(1S)-1-(methoxymethyl)propyl]-2(1H)-pyrazinoneHCID 10204050—

Reaction Steps

Prepared in a similar fashion as described for Example 413 using 3,5-dichloro-1-[(1S)-1-(methoxymethyl)propyl]-2(1H)-pyrazinone and 5-bromo-7-chloroindoline as the starting materials. mp 121-122° C.; 1H NMR (300 MHz, CDCl3) δ 7.24 (s, 1 H), 7.18 (s, 1 H), 6.99 (s, 1 H), 4.90-4.80 (m, 1 H), 4.26 (t, J=8.1 Hz, 2 H), 3.60 (dd, J=10.2, 5.5 Hz, 1 H), 3.49 (dd, J=10.6, 3.3 Hz, 1 H), 3.28 (s, 3 H), 3.06 (t, J=8.1 Hz, 2 H), 1.83-1.65 (m, 2H), 0.86 (t, J=7.4 Hz, 3 H); HRMS (ESI) calcd for C17H19N3O2BrCl2 (M+H)+: 446.0038; Found m/z 446.0048.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319100B2
Source datasetuspto-grants-2008_01
ORD IDord-e695b6f434b543fa89a8dc58a32b12cf
Source noteuspto-grants-2008_01