5-(Isoxazol-3-yl)thiophene-2-sulfonyl chloride → HCID 68407473, compound

HRID 2241138Notes

Reaction equation

HRID 2241138 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[S:10][C:9]([S:11]([NH:14][C:15]3[CH:16]=[C:17]([CH:30]=[CH:31][CH:32]=3)[C:18]([NH:20][C:21]3[CH:29]=[CH:28][C:24]([C:25]([OH:27])=[O:26])=[CH:23][CH:22]=3)=[O:19])(=[O:13])=[O:12])=[CH:8][CH:7]=2)=[N:2]1.O1C=[CH:36][C:35](C2SC(S(Cl)(=O)=O)=CC=2)=N1>>[CH2:35]([O:26][C:25](=[O:27])[C:24]1[CH:28]=[CH:29][C:21]([NH:20][C:18](=[O:19])[C:17]2[CH:30]=[CH:31][CH:32]=[C:15]([NH:14][S:11]([C:9]3[S:10][C:6]([C:3]4[CH:4]=[CH:5][O:1][N:2]=4)=[CH:7][CH:8]=3)(=[O:13])=[O:12])[CH:16]=2)=[CH:22][CH:23]=1)[CH3:36]

Participants

3

Reactant 2

HCID 27971805-(Isoxazol-3-yl)thiophene-2-sulfonyl chlorideHCID 11977550HCID 11977550, compound

Product 1

HCID 68407473HCID 68407473, compound

Procedure

4-[3-(5-Isoxazol-3-yl-thiophene-2-sulfonylamino)-benzoylamino]-benzoic acid, MS (ISP): m/e=468.1 (M−H), was prepared in analogy to example 1, steps A to D. Step C was performed using 5-isoxazol-3-yl-thiophene-2-sulfonyl chloride and yielded 4-[3-(5-isoxazol-3-yl-thiophene-2-sulfonylamino)-benzoylamino]-benzoic acid ethyl ester, which was hydrolyzed in step D.

Sources & evidence

ORD record
ord-69c4ce01a56049db8ca14da0c03d5e22
Source dataset
uspto-grants-2010_05
Patent number
US07723538B2

Reaction notes

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