6-Bromo-1-chloro-isoquinoline → 6-Bromo-1,7-dichloroisoquinoline

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[CH:8]=[N+:7]([O-])[CH:6]=[CH:5]2.BrC1C=C2C(=CC=1)C([Cl:25])=NC=C2>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[C:8]([Cl:25])=[N:7][CH:6]=[CH:5]2

Participants

Reactant 2

HCID 222502446-Bromo-1-chloro-isoquinoline

HCID 592262626-Bromo-7-chloro-isoquinoline 2-oxide

Product 1

HCID 592262696-Bromo-1,7-dichloroisoquinoline

Procedure

Starting with 6-Bromo-7-chloro-isoquinoline 2-oxide (10), the desired 6-Bromo-1,7-dichloro-isoquinoline was prepared by the method, described for 6-Bromo-1-chloro-isoquinoline (5). Rt=1.85 min (Method C). Detected mass: 276.1/278.2 (M+H+).

Sources & evidence

ORD record: ord-660c868533574e8990fc2e46687612ed
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08748614B2

Reaction notes

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