1-(3-Bromopropyl)-4-chlorobenzene → Methyl 2-[3-(4-chlorophenyl)propyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

HRID 1616147Notes

Reaction equation

HRID 1616147 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1.[O:12]=[C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([C:23]([O:25][CH3:26])=[O:24])[CH:21]=2)[CH:16]=[CH:15][NH:14]1>>[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][CH2:3][CH2:2][N:14]2[CH:15]=[CH:16][C:17]3[C:22](=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=3)[C:13]2=[O:12])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 98811361-(3-Bromopropyl)-4-chlorobenzeneHCID 60075037Methyl 1-oxo-1,2-dihydroisoquinoline-7-carboxylate

Product 1

HCID 67282807Methyl 2-[3-(4-chlorophenyl)propyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

Procedure

The title compound was prepared from 1-(3-bromopropyl)-4-chlorobenzene (0.35 g, 1.48 mmol) and methyl 1-oxo-1,2-dihydroisoquinoline-7-carboxylate (0.20 g, 0.98 mmol) following the procedure outlined in Example 3, step 1 (0.16 g, 44%). LC-MS: (FA) ES+ 356.

Sources & evidence

ORD record
ord-47d1fd7812df443d8eccdf584b40952b
Source dataset
uspto-grants-2014_07
Patent number
US08765773B2

Reaction notes

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