Dimethylformamide → 1-[2-(5-Ethyl-oxazol-2-yl)-ethyl]-3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-urea

HRID 2247403Notes

Reaction equation

HRID 2247403 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:12]2[S:16][C:15]([NH:17][C:18]([NH2:20])=[O:19])=[N:14][C:13]=2[CH3:21])[CH:5]=[CH:6][C:7]=1[S:8]([CH3:11])(=[O:10])=[O:9].[CH2:22]([C:24]1[O:28][C:27]([CH2:29][CH2:30]N)=[N:26][CH:25]=1)[CH3:23].O1CCOCC1.CN(C=O)C>C(N(CC)CC)C>[CH2:22]([C:24]1[O:28][C:27]([CH2:29][CH2:30][NH:20][C:18]([NH:17][C:15]2[S:16][C:12]([C:4]3[CH:5]=[CH:6][C:7]([S:8]([CH3:11])(=[O:9])=[O:10])=[C:2]([F:1])[CH:3]=3)=[C:13]([CH3:21])[N:14]=2)=[O:19])=[N:26][CH:25]=1)[CH3:23]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 312751,4-DioxaneHCID 115428012-(5-Ethyloxazol-2-yl)ethylamineHCID 57872135[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-urea

Product 1

HCID 865984481-[2-(5-Ethyl-oxazol-2-yl)-ethyl]-3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-urea

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound is prepared by the same procedure as -[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-urea (Example 177) by replacing ammonia (part 177b) with the hydrochloride salt of 2-(5-Ethyl-oxazol-2-yl)-ethylamine (details of preparation procedure follows below), by replacing dioxane with DMF and by using triethylamine as a base.

Sources & evidence

ORD record
ord-b0e65dc46633440bb5fe03534864f549
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

Loading…