p-Toluenesulfonic acid → HCID 21955966, compound

HRID 2212879Notes

Reaction equation

HRID 2212879 reaction equation
[CH3:1][CH:2]([CH3:26])[CH2:3][O:4][C:5]([NH:7][C:8]1[S:9][C:10]([C:19]2[CH:24]=[CH:23][N:22]=[C:21](I)[N:20]=2)=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:12]=1)=[O:6].[NH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>O1CCOCC1>[CH3:1][CH:2]([CH3:26])[CH2:3][O:4][C:5]([NH:7][C:8]1[S:9][C:10]([C:19]2[CH:24]=[CH:23][N:22]=[C:21]([NH:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[N:20]=2)=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:12]=1)=[O:6]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 6115AnilineHCID 21955958HCID 21955958, compound

Product 1

HCID 21955966HCID 21955966, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The 4-[2-(2,2-dimethylethoxycarbonyl-amino)-4-phenyl-thiazol-5-yl]-2-iodo-pyrimidine (0.082 g, 0.17 mmol) is heated to reflux with aniline (0.032 g, 0.34 mmol) and dry p-toluene sulfonic acid (0.026 g, 0.136 mmol) in dry dioxane for five hours.

Sources & evidence

ORD record
ord-3e8de0c68497478786a906f3b93a3444
Source dataset
uspto-grants-2006_09
Patent number
US07105517B2

Reaction notes

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