4-Thiazoleacetic acid, 2-amino-, ethyl ester → 2-Chloro-5-({[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]amino}sulfonyl)-4-fluorobenzoic acid

HRID 1435675Notes

Reaction equation

HRID 1435675 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1.[Cl:13][C:14]1[CH:22]=[C:21]([F:23])[C:20]([S:24](Cl)(=[O:26])=[O:25])=[CH:19][C:15]=1[C:16]([OH:18])=[O:17]>>[Cl:13][C:14]1[CH:22]=[C:21]([F:23])[C:20]([S:24]([NH:1][C:2]2[S:3][CH:4]=[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=2)(=[O:26])=[O:25])=[CH:19][C:15]=1[C:16]([OH:18])=[O:17]

Participants

3

Reactant 2

HCID 1044544-Thiazoleacetic acid, 2-amino-, ethyl esterHCID 45719302-Chloro-5-chlorosulfonyl-4-fluorobenzoic acid

Product 1

HCID 102958242-Chloro-5-({[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]amino}sulfonyl)-4-fluorobenzoic acid

Procedure

The title compound was prepared from ethyl 2-amino-4-thiazolylacetate and 2-chloro-5-chlorosulfonyl-4-fluorobenzoic acid as described in the synthetic METHOD B to give a white solid (26.5 mg) with purity >90%. MS (pos) m/z 421.4, 423.4.

Sources & evidence

ORD record
ord-f8cc74f2db85467d826e88b093505db5
Source dataset
uspto-grants-2009_11
Patent number
US07618961B2

Reaction notes

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