2-Thiazolamine, 5-bromo- → HCID 86594354, compound

HRID 855545Notes

Reaction equation

HRID 855545 reaction equation
[CH:1]1(/[CH:6]=[C:7](\[C:11]2[CH:12]=[N:13][C:14]([S:17][CH3:18])=[CH:15][CH:16]=2)/[C:8]([OH:10])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:19][C:20]1[S:24][C:23]([NH2:25])=[N:22][CH:21]=1>>[Br:19][C:20]1[S:24][C:23]([NH:25][C:8](=[O:10])/[C:7](/[C:11]2[CH:12]=[N:13][C:14]([S:17][CH3:18])=[CH:15][CH:16]=2)=[CH:6]/[CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[N:22][CH:21]=1

Participants

3

Reactant 2

HCID 436002-Thiazolamine, 5-bromo-HCID 58935716HCID 58935716, compound

Product 1

HCID 86594354HCID 86594354, compound

Procedure

Condensation of (E)-3-cyclopentyl-2-(6-methylsulfanylpyridin-3-yl)acrylic acid (Preparation 3, 64 mg, 0.24 mmol) with 5-bromothiazol-2-ylamine (218 mg, 1.22 mmol), by the protocol described in EXAMPLE 5, yielded (E)-N-(5-bromothiazol-2-yl)-3-cyclopentyl-2-(6-methylsulfanylpyridin-3-yl)acrylamide: RTA=4.28 min; m/z (ES+)=426.2 [M+H]+. This compound (61 mg, 144 μmol) was oxidised, employing the procedure described in EXAMPLE 35, to give the title compound: RTA=3.91 min; m/z (ES+)=499.2 [M+MeCN+H]+.

Sources & evidence

ORD record
ord-b14af961f61947af8f08030ff97334c5
Source dataset
uspto-grants-2007_08
Patent number
US07262196B2

Reaction notes

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