HCID 15563288, compound → HCID 178429332, compound

HRID 2235442Notes

Reaction equation

HRID 2235442 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[N:7]([CH2:12][CH2:13][CH2:14][C:15]#[N:16])[C:6](=[O:17])[C:5]2([CH3:19])[CH3:18].CS[C:22](SC)=[N:23][C:24](=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CN(C)C=O>[C:15]([CH2:14][CH2:13][CH2:12][N:7]1[C:8]2[CH:9]=[C:10]3[NH:11][C:22]([NH:23][C:24](=[O:31])[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)=[N:1][C:2]3=[CH:3][C:4]=2[C:5]([CH3:19])([CH3:18])[C:6]1=[O:17])#[N:16]

Participants

4

Reactant 2

HCID 15563288HCID 15563288, compoundHCID 59300722HCID 59300722, compound

Product 1

HCID 178429332HCID 178429332, compoundYield 32.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of B37 (190 mg) and N-(bis-methylsulfanyl-methylene)-benzamide (150 mg; 0.67 mmol) in dry N,N-dimethylformamide (3 ml) is stirred at 150° C. for 24 h. The mixture is evaporated to dryness and the residue is purified by preparative RP-HPLC eluted with MeCN/water to yield the desired compound (84.2 mg).

Workup

  1. customThe mixture is evaporated to dryness
  2. customthe residue is purified by preparative RP-HPLC
  3. washeluted with MeCN/water

Sources & evidence

ORD record
ord-7b522182a6cc476581981bad89311a14
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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