ChemicalBook CAS DataBase List 2-AMINO-5-BROMOTHIAZOLO[5,4-B]PYRIDINE

2-AMINO-5-BROMOTHIAZOLO[5,4-B]PYRIDINE synthesis

6synthesis methods

Product Name:2-AMINO-5-BROMOTHIAZOLO[5,4-B]PYRIDINE
CAS Number:934266-82-7
Molecular formula:C6H4BrN3S
Molecular Weight:230.09

1112982-76-9 Synthesis

N-(5-BroMothiazolo[5,4-b]pyridin-2-yl)acetaMide

1112982-76-9
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934266-82-7
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$23.00/250mg

Yield:934266-82-7 93%

Reaction Conditions:

Stage #1: N-(5-bromothiazolo[5,4-b]pyridin-2-yl)acetamidewith hydrogenchloride;water for 1 h;Reflux;
Stage #2: in water at 20; pH=10;

Steps:

4; 4.4-ii

As shown in step 4-ii of Scheme 21, Compound 1005 (5.44 g, 20 mmol) was suspended in 6 N HCl (100 mL). The reaction mixture was heated at reflux for 1 h, at which time all of the material went into solution. The mixture was cooled to RT and the reaction was made basic to a pH of 10, at which time the product precipitated out. The solid was collected on a fritted funnel and dried to afford 5-bromothiazolo[5,4-δ]pyridin-2-amine (Compound 1006, 4.35 g, 93% yield): ESMS (M+H) 230, 232; ¹H NMR (DMSO-d₆) δ 7.9 (br, 2H), 7.6 (d, IH), 7.4 (d, IH).

References:

WO2009/129211,2009,A1 Location in patent:Page/Page column 35; 37

13534-97-9 Synthesis