Tolylboronic acid → 2-benzyl-6-chloro-1-oxo-4-p-tolyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester

HRID 750239Notes

Reaction equation

HRID 750239 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:7](=[O:24])[C:8]2[C:13]([C:14]=1OS(C(F)(F)F)(=O)=O)=[CH:12][C:11]([Cl:23])=[CH:10][CH:9]=2)=[O:4].[CH3:32][C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1>>[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:7](=[O:24])[C:8]2[C:13]([C:14]=1[C:36]1[CH:37]=[CH:38][C:33]([CH3:32])=[CH:34][CH:35]=1)=[CH:12][C:11]([Cl:23])=[CH:10][CH:9]=2)=[O:4]

Participants

3

Reactant 2

HCID 79799Tolylboronic acidHCID 865995572-Benzyl-6-chloro-1-oxo-4-trifluoromethanesulfonyloxy-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester

Product 1

HCID 691562802-benzyl-6-chloro-1-oxo-4-p-tolyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester

Procedure

The present compound was synthesized by a method similar to that in Example 272 and using 2-benzyl-6-chloro-1-oxo-4-trifluoromethanesulfonyloxy-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (100 mg) and 4-methylphenylboronic acid. Colorless crystals (24 mg).

Workup

  1. customThe present compound was synthesized by a method similar to that in Example 272

Sources & evidence

ORD record
ord-b9c2fa3047474980a964d59e9463500e
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Reaction notes

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