Methylamine → 5-[(3-hydroxyphenyl)ethynyl]-N-{[2-(methylamino)-2-oxoethyl](oxo)phenyl-lambda6-sulfanylidene}nicotinamide

HRID 607402Notes

Reaction equation

HRID 607402 reaction equation
C([C@H:3]([S:7]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(=[N:9][C:10]([C:12]1[CH:13]=[N:14][CH:15]=[C:16]([C:18]#[C:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([OH:26])[CH:21]=2)[CH:17]=1)=[O:11])=[O:8])[C:4]([O-:6])=O)C.[CH3:33][NH2:34]>>[OH:26][C:22]1[CH:21]=[C:20]([C:19]#[C:18][C:16]2[CH:15]=[N:14][CH:13]=[C:12]([CH:17]=2)[C:10]([N:9]=[S:7]([CH2:3][C:4]([NH:34][CH3:33])=[O:6])(=[O:8])[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[O:11])[CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 86629474(S)-Ethyl[N-({5-[(3-hydroxyphenyl)ethynyl]pyridin-3-yl}carbonyl)-S-phenylsulfonimidoyl]acetate

Product 1

HCID 576578245-[(3-hydroxyphenyl)ethynyl]-N-{[2-(methylamino)-2-oxoethyl](oxo)phenyl-lambda6-sulfanylidene}nicotinamideYield 90.2%

Procedure

In a manner similar to that described for Example 471, (S)-Ethyl[N-({5-[(3-hydroxyphenyl)ethynyl]pyridin-3-yl}carbonyl)-S-phenylsulfonimidoyl]acetate (50 mg, 0.11 mmol) and methylamine (2.0 M solution in MeOH, 0.5 mL, 1.0 mmol) were reacted to give the title compound as colorless oil (43 mg, 90%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0e42b0cd100747caaa4b126005e2ec62
Source dataset
uspto-grants-2011_03
Patent number
US07915443B2

Reaction notes

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