1-Ethyl-2-iodo-4-(methylsulfonyl)benzene → 4-(2-Ethyl-5-methylsulfonylphenyl)-2-methylisoquinolin-1-one

HRID 575782Notes

Reaction equation

HRID 575782 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([CH3:12])(=[O:11])=[O:10])=[CH:5][C:4]=1I)[CH3:2].[CH3:14][N:15]1[CH:24]=[C:23](B2OC(C)(C)C(C)(C)O2)[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]1=[O:34]>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([CH3:12])(=[O:11])=[O:10])=[CH:5][C:4]=1[C:23]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16](=[O:34])[N:15]([CH3:14])[CH:24]=1)[CH3:2]

Participants

3

Reactant 2

HCID 585218301-Ethyl-2-iodo-4-(methylsulfonyl)benzeneHCID 1238094992-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2H)-one

Product 1

HCID 1180219914-(2-Ethyl-5-methylsulfonylphenyl)-2-methylisoquinolin-1-one

Procedure

The title compound of Example 312, step 3 was reacted with the title compound of Example 89, step 1 in a manner similar to Example 312, step 4 to give the title compound. 1H NMR (400 MHz, CDCl3): δ 1.10 (3H, t, J=8.0 Hz), 2.51-2.56 (2H, m), 3.10 (3H, s), 3.67 (3H, s), 6.97-7.02 (2H, m), 7.52-7.59 (3H, m), 7.80 (1H, s), 7.97 (1H, d, J=8.0 Hz), 8.54 (1H, d, J=8.0 Hz). LCMS: 342 (M+1)+

Sources & evidence

ORD record
ord-8453d35c3cb04108b9869e464bad5f0d
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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