5-(2-(Methylthio)-4-pyrimidinyl)-2-thiophenesulfonyl chloride → HCID 68406438, compound

HRID 2241139Notes

Reaction equation

HRID 2241139 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([C:9]2[S:13][C:12]([S:14]([NH:17][C:18]3[CH:19]=[C:20]([CH:33]=[CH:34][CH:35]=3)[C:21]([NH:23][C:24]3[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=3)=[O:22])(=[O:16])=[O:15])=[CH:11][CH:10]=2)[CH:6]=[CH:5][N:4]=1.CSC1N=C(C2SC(S(Cl)(=O)=O)=CC=2)[CH:41]=[CH:40]N=1>>[CH2:40]([O:29][C:28](=[O:30])[C:27]1[CH:26]=[CH:25][C:24]([NH:23][C:21](=[O:22])[C:20]2[CH:33]=[CH:34][CH:35]=[C:18]([NH:17][S:14]([C:12]3[S:13][C:9]([C:7]4[CH:6]=[CH:5][N:4]=[C:3]([S:2][CH3:1])[N:8]=4)=[CH:10][CH:11]=3)(=[O:15])=[O:16])[CH:19]=2)=[CH:32][CH:31]=1)[CH3:41]

Participants

3

Reactant 2

HCID 27369955-(2-(Methylthio)-4-pyrimidinyl)-2-thiophenesulfonyl chlorideHCID 11977551HCID 11977551, compound

Product 1

HCID 68406438HCID 68406438, compound

Procedure

4-{3-[5-(2-Methylsulfanyl-pyrimidin-4-yl)-thiophene-2-sulfonylamino]-benzoylamino}-benzoic acid, MS (ISP): m/e=525.2 (M−H), was prepared in analogy to example 1, steps A to D. Step C was performed using 5-(2-methylsulfanyl-pyrimidin-4-yl)-thiophene-2-sulfonyl chloride and yielded 4-{3-[5-(2-methylsulfanyl-pyrimidin-4-yl)-thiophene-2-sulfonylamino]-benzoylamino}-benzoic acid ethyl ester, which was hydrolyzed in step D.

Sources & evidence

ORD record
ord-78f004d72e3547da9fd37cc362ad3d79
Source dataset
uspto-grants-2010_05
Patent number
US07723538B2

Reaction notes

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