4-Chlorobenzaldehyde → Methyl 2-{2-[(4-chlorobenzyl)(4-methoxyphenyl)amino]ethyl}-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

HRID 1616154Notes

Reaction equation

HRID 1616154 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH2:10][CH2:11][N:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][C:16]([C:22]([O:24][CH3:25])=[O:23])=[CH:17][CH:18]=3)[C:13]2=[O:26])=[CH:5][CH:4]=1.[Cl:27][C:28]1[CH:35]=[CH:34][C:31]([CH:32]=O)=[CH:30][CH:29]=1>>[Cl:27][C:28]1[CH:35]=[CH:34][C:31]([CH2:32][N:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH2:10][CH2:11][N:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][C:16]([C:22]([O:24][CH3:25])=[O:23])=[CH:17][CH:18]=3)[C:13]2=[O:26])=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 77264-ChlorobenzaldehydeHCID 67282872Methyl 2-{2-[(4-methoxyphenyl)amino]ethyl}-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

Product 1

HCID 67282892Methyl 2-{2-[(4-chlorobenzyl)(4-methoxyphenyl)amino]ethyl}-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

Procedure

The title compound was prepared from methyl 2-{2-[(4-methoxyphenyl)amino]ethyl}-1-oxo-1,2-dihydroisoquinoline-7-carboxylate (60 mg, 0.17 mmol) and 4-chlorobenzaldehyde (34 mg, 0.24 mmol) following the procedure outlined in Example 54, step 3 (50 mg, 62%). LC-MS: (FA) ES+ 477.

Sources & evidence

ORD record
ord-a3ed6c3f86aa4f978c4b64af05052656
Source dataset
uspto-grants-2014_07
Patent number
US08765773B2

Reaction notes

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