2-Furancarbonyl chloride → HCID 86620388, compound

HRID 252710Notes

Reaction equation

HRID 252710 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.[O:25]1[CH:29]=[CH:28][CH:27]=[C:26]1[C:30](Cl)=[O:31]>>[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]([C:26]4[O:25][CH:29]=[CH:28][CH:27]=4)=[O:31])=[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 682422-Furancarbonyl chlorideHCID 86620386HCID 86620386, compound

Product 1

HCID 86620388HCID 86620388, 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 2-furoyl chloride. The reaction product was purified by preparative HPLC (Method A) to give the title product (retention time 8.0 minutes); 1H NMR Spectrum: (DMSOd6+D2O) 8.57 (1H, d); 8.27 (1H, d); 8.05 (2H, d); 7.83 (1H, t); 7.76 (1H, d); 7.69 (2H, t); 6.75 (1H, d); 6.55 (1H, dd); 2.25 (3H, s); Mass Spectrum: M+H+ 475.

Workup

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

Sources & evidence

ORD record
ord-eb68e1dd523d4616995f6099e6d3987b
Source dataset
uspto-grants-2011_01
Patent number
US07868188B2

Reaction notes

Loading…