Methyl 2-(2-amino-5-methyl-1,3-thiazol-4-yl)acetate → Methyl [2-({[4-(3-chloro-2-cyanophenoxy)phenyl]sulfonyl}amino)-5-methyl-1,3-thiazol-4-yl]acetate

HRID 1435689Notes

Reaction equation

HRID 1435689 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:12])=[C:5]([CH2:7][C:8]([O:10][CH3:11])=[O:9])[N:6]=1.[Cl:13][C:14]1[C:15]([C:31]#[N:32])=[C:16]([CH:28]=[CH:29][CH:30]=1)[O:17][C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1>>[Cl:13][C:14]1[C:15]([C:31]#[N:32])=[C:16]([CH:28]=[CH:29][CH:30]=1)[O:17][C:18]1[CH:19]=[CH:20][C:21]([S:24]([NH:1][C:2]2[S:3][C:4]([CH3:12])=[C:5]([CH2:7][C:8]([O:10][CH3:11])=[O:9])[N:6]=2)(=[O:25])=[O:26])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 2763571Methyl 2-(2-amino-5-methyl-1,3-thiazol-4-yl)acetateHCID 27769174-(3-Chloro-2-cyanophenoxy)benzenesulfonyl chloride

Product 1

HCID 86594954Methyl [2-({[4-(3-chloro-2-cyanophenoxy)phenyl]sulfonyl}amino)-5-methyl-1,3-thiazol-4-yl]acetate

Procedure

The title compound was prepared from methyl 2-(2-amino-5-methyl-1,3-thiazol-4-yl)acetate and 4-(3-chloro-2-cyanophenoxy)benzenesulfonyl chloride as described in the synthetic METHOD B to give a yellow solid (28.3 mg) with purity >90%. LCMS (pos) m/z 478.2.

Sources & evidence

ORD record
ord-1dd8226d96964b87b2513c45c5d9531f
Source dataset
uspto-grants-2009_11
Patent number
US07618961B2

Reaction notes

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