2-(Tributylstannyl)-1,3-thiazole → HCID 53634835, compound

HRID 581913Notes

Reaction equation

HRID 581913 reaction equation
[C:1]([C:3]1[CH:18]=[CH:17][C:6]2[N:7]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12](I)[CH:11]=3)[CH:8]=[N:9][C:5]=2[CH:4]=1)#[N:2].C([Sn](CCCC)(CCCC)[C:24]1[S:25][CH:26]=[CH:27][N:28]=1)CCC>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:1]([C:3]1[CH:18]=[CH:17][C:6]2[N:7]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([C:24]4[S:25][CH:26]=[CH:27][N:28]=4)[CH:11]=3)[CH:8]=[N:9][C:5]=2[CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 27632592-(Tributylstannyl)-1,3-thiazoleHCID 54293958HCID 54293958, compound

Product 1

HCID 53634835HCID 53634835, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 178418476HCID 178418476, compoundCatalyst

Procedure

5-Cyano-1-(3-(2-thiazolyl)phenyl)benzimidazole (54) was synthesized as described in Example 18 but using 5-cyano-1-(3-iodophenyl)benzimidazole (2.0 g, 5.9 mmol) instead of (52), (PPh3)2PdCl2 (100 mg, 0.14 mmol) and (50) (3.6 g, 9.7 mmol). The reaction gave 5-cyano-1-(3-(2-thiazolyl)phenyl)benzimidazole (1.5 g, 86%).

Workup

  1. custom5-Cyano-1-(3-(2-thiazolyl)phenyl)benzimidazole (54) was synthesized

Sources & evidence

ORD record
ord-3d8c53b7ba4943328500a29c8e453ed6
Source dataset
uspto-grants-1999_07
Patent number
US05922725

Reaction notes

Loading…