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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251016Generated: November 1, 2026

5,7-Dichloroindoline → 5-Chloro-1-[(1R)-1-cyclopropylpropyl]-3-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-2(1H)-pyrazinone

https://huagongshe.com/reaction/2251016

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5,7-DichloroindolineHCID 12482295—
Reactant1-[(1R)-1-cyclopropylpropyl]-3,5-dichloro-2(1H)-pyrazinoneHCID 18452799—
Product5-Chloro-1-[(1R)-1-cyclopropylpropyl]-3-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-2(1H)-pyrazinoneHCID 10135525—

Reaction Steps

Prepared in a similar fashion as described for Example 413 using 3,5-dichloro-1-[(1R)-1-cyclopropylpropyl]-2(1H)-pyrazinone and 5,7-dichloroindoline as the starting materials. mp 166-168° C.; 1H NMR (300 MHz, CDCl3): δ 7.15 (s, 1 H), 7.09 (s, 1 H), 6.99 (s, 1 H), 4.34-4.24 (m, 2 H), 4.08-3.99 (m, 1 H), 3.11 (t, J=8.1 Hz, 2H), 2.12-2.05 (m, 1 H), 1.92-1.76 (m, 1 H), 1.05-1.00 (m, 1 H), 0.94-0.86 (m, 3 H), 0.80-0.71 (m, 1 H), 0.53-0.46 (m, 2 H), 0.33-0.21 (m, 1 H); HRMS (ESI) calcd for C18H19N3OCl3 (M+H)+: 398.0594; found m/z 398.0575.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319100B2
Source datasetuspto-grants-2008_01
ORD IDord-d95353e54b4541eda6c6609e211f4a2c
Source noteuspto-grants-2008_01