3-Methoxybenzaldehyde → 1-Chloro-6-methoxyisoquinoline

HRID 1366756Notes

Reaction equation

HRID 1366756 reaction equation
COC1C=C(C=CC=1)C=O.[Cl:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:23][CH3:24])=[C:19](C)[CH:20]=2)[CH:15]=[CH:14][N:13]=1>>[Cl:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:23][CH3:24])=[CH:19][CH:20]=2)[CH:15]=[CH:14][N:13]=1.[Cl:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([OH:23])=[CH:19][CH:20]=2)[CH:15]=[CH:14][N:13]=1

Participants

4

Reactant 2

HCID 115693-MethoxybenzaldehydeHCID 537828801-Chloro-6-methoxy-7-methylisoquinoline

Product 2

HCID 219010741-Chloro-6-methoxyisoquinolineHCID 1357421771-chloro-2H-isoquinolin-6-one

Procedure

The 1-chloro-6-methoxyisoquinoline was prepared according to Example 1A or from 3-methoxybenzaldehyde using the same procedure as in Example 5A. The 1-chloro-6-methoxy-7-methylisoquinoline was then demethylated according Example 1E to afford 1-chloro isoquinolin-6-ol.

Sources & evidence

ORD record
ord-6f9279d4a5e546538692004d2274eff7
Source dataset
uspto-grants-2011_02
Patent number
US07893088B2

Reaction notes

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