6-Chloronicotinoyl Chloride → HCID 86620387, compound

HRID 252709Notes

Reaction equation

HRID 252709 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:8]2[CH:9]=[C:10]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)(=[O:18])=[O:17])[C:11]([Cl:14])=[N:12][CH:13]=2)=[C:5]([CH3:7])[N:6]=1.[Cl:25][C:26]1[CH:34]=[CH:33][C:29]([C:30](Cl)=[O:31])=[CH:28][N:27]=1>>[C:19]1([S:16]([NH:15][C:10]2[CH:9]=[C:8]([C:4]3[S:3][C:2]([NH:1][C:30](=[O:31])[C:29]4[CH:33]=[CH:34][C:26]([Cl:25])=[N:27][CH:28]=4)=[N:6][C:5]=3[CH3:7])[CH:13]=[N:12][C:11]=2[Cl:14])(=[O:18])=[O:17])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 27821656-Chloronicotinoyl ChlorideHCID 86620386HCID 86620386, compound

Product 1

HCID 86620387HCID 86620387, compound

Procedure

Using an analogous method to that described in Example 51, N-[5-(2-amino-4-methyl-1,3-thiazol-5-yl)-2-chloropyridin-3-yl]benzenesulfonamide was reacted with 6-chloronicotinoyl chloride. The reaction product was purified by preparative HPLC (Method A) to give the title product (retention time 8.5 minutes); 1H NMR Spectrum: (DMSO-d6+D2O) 8.58 (2H, dd); 8.44 (1H, d); 8.02 (3H, d); 7.86 (1H, t); 7.71 (2H, t); 7.51 (2H, d); 2.28 (3H, s); Mass Spectrum: M+H+ 520.

Workup

  1. customThe reaction product was purified by preparative HPLC (Method A)

Sources & evidence

ORD record
ord-77f880bd39a34d6eacf98781e86b7f21
Source dataset
uspto-grants-2011_01
Patent number
US07868188B2

Reaction notes

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