3-Chloro-4-fluorobenzaldehyde → 7-Chloro-6-fluoroisoquinoline

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=O.FC1C=C2C(=CC=1)C=[N:17][CH:16]=[CH:15]2>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:7]([CH:15]=[CH:16][N:17]=[CH:5]2)=[CH:8][C:9]=1[F:10]

Participants

Reactant 2

HCID 5938663-Chloro-4-fluorobenzaldehyde

HCID 218898476-Fluoroisoquinoline

Product 1

HCID 534189227-Chloro-6-fluoroisoquinoline

Procedure

Starting from 3-chloro-4-fluoro-benzaldehyde, the title compound was prepared by the same reaction sequence as used for the synthesis of 6-fluoro-isoquinoline (3). Rt=0.77 min (Method A). Detected mass: 182.1/184.1 (M+H+).

Sources & evidence

ORD record: ord-554722bc771344f4936b3cd4c4c91f93
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08742116B2

Reaction notes

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