Methyl 3-[4-(S-methylsulfonimidoyl)phenyl]propanoate → Methyl 3-[4-(S-methyl-N-{[5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)pyridin-3-yl]carbonyl}sulfonimidoyl)phenyl]propanoate

HRID 607420Notes

Reaction equation

HRID 607420 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:7][CH:6]=1)(=[NH:4])=[O:3].[CH3:17][C:18]1[CH:22]=[CH:21][O:20][C:19]=1[C:23]([NH:25][C:26]1[CH:27]=[C:28]([C:32]#[C:33][C:34]2[CH:35]=[N:36][CH:37]=[C:38]([CH:42]=2)[C:39](O)=[O:40])[CH:29]=[CH:30][CH:31]=1)=[O:24]>>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:9][CH:10]=1)(=[N:4][C:39]([C:38]1[CH:37]=[N:36][CH:35]=[C:34]([C:33]#[C:32][C:28]2[CH:29]=[CH:30][CH:31]=[C:26]([NH:25][C:23]([C:19]3[O:20][CH:21]=[CH:22][C:18]=3[CH3:17])=[O:24])[CH:27]=2)[CH:42]=1)=[O:40])=[O:3]

Participants

3

Reactant 2

HCID 57657822Methyl 3-[4-(S-methylsulfonimidoyl)phenyl]propanoateHCID 576578475-((3-(3-Methylfuran-2-carboxamido)phenyl)ethynyl)nicotinic acid

Product 1

HCID 24955631Methyl 3-[4-(S-methyl-N-{[5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)pyridin-3-yl]carbonyl}sulfonimidoyl)phenyl]propanoateYield 94.6%

Procedure

In a manner similar to that described in Example 480 (step 6), Methyl 3-(4-(S-methylsulfonimidoyl)phenyl)propanoate (0.25 g, 1.037 mmol) and 5-((3-(3-methylfuran-2-carboxamido)phenyl)ethynyl)nicotinic acid (0.326 g, 0.943 mmol) reacted to give the title compound (0.508 g, 86%).

Workup

  1. customreacted

Sources & evidence

ORD record
ord-f024e623a9aa453e92807c73e70e7b0b
Source dataset
uspto-grants-2011_03
Patent number
US07915443B2

Reaction notes

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