6-Bromoisoquinoline → 7-Chloro-6-fluoroisoquinoline

Reaction equation

[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[Cl:10].BrC1C=C2C(=CC=1)C=[N:17][CH:16]=[CH:15]2>>[F:1][C:2]1[CH:9]=[C:8]2[C:5](=[CH:4][C:3]=1[Cl:10])[CH:6]=[N:17][CH:16]=[CH:15]2

Participants

Reactant 2

HCID 3136816-Bromoisoquinoline

HCID 5938663-Chloro-4-fluorobenzaldehyde

Product 1

HCID 534189227-Chloro-6-fluoroisoquinoline

Procedure

Starting from 4-Fluoro-3-chlorobenzaldehyde, the title compound was synthesized by the protocol described for 6-Bromo-isoquinoline (3). Rt=0.77 min (Method A). Detected mass: 182.1/184.1 (M+H+).

Sources & evidence

ORD record: ord-1d0e5402af254e49bee4226bfb92c36d
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08748614B2

Reaction notes

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