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

HRID 607404Notes

Reaction equation

HRID 607404 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.Cl.[NH2:34][CH2:35][C:36]([NH2:38])=[O:37]>>[NH2:38][C:36](=[O:37])[CH2:35][NH:34][C:4](=[O:6])[CH2:3][S:7](=[O:8])([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[N:9][C:10](=[O:11])[C:12]1[CH:17]=[C:16]([C:18]#[C:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([OH:26])[CH:21]=2)[CH:15]=[N:14][CH:13]=1

Participants

3

Reactant 2

HCID 2723639Glycinamide hydrochlorideHCID 86629474(S)-Ethyl[N-({5-[(3-hydroxyphenyl)ethynyl]pyridin-3-yl}carbonyl)-S-phenylsulfonimidoyl]acetate

Product 1

HCID 76585237N-[{2-[(2-amino-2-oxoethyl)amino]-2-oxoethyl}(oxo)phenyl-lambda6-sulfanylidene]-5-[(3-hydroxyphenyl)ethynyl]nicotinamideYield 50%

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 (75 mg, 0.17 mmol) and glycinamide hydrochloride (95 mg, 0.84 mmol) were reacted to give the title compound as colorless oil (40 mg, 50%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-abdf8c5cd50a4e53b40df365ef8f3ea1
Source dataset
uspto-grants-2011_03
Patent number
US07915443B2

Reaction notes

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