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

Preparation of intermediates N-(5-bromothiazolo[5, 4-b]pyridin-2-yl)-4-(2-hydroxypropan-2-yl)benzamide (1D) and N-(5-bromothiazolo[5, 4-b]pyridin-2-yl)-4-(trifluoromethyl)benzamide (1E); Step A: Commercially available 6-bromopyridin-3-amine (1A, 20 g, 1.0 equivalent) was added in portions to a solution of potassium thiocyanate (5.0 equivalents) in acetic acid (0.4 M) at -5° C. After addition, the mixture was cooled to -15° C., and a solution of BrStep 1: Preparation of 7V-(5-Bromothiazolo[5, 4-Z>]pyridin-2-yl)acetamide (1); 1A 1B Example 1[0376] To a 500 ml 3-neck under NAs 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, 93percent yield): ESMS (M+H) 230, 232;

Molecular Weight:230.09
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:228.93093
Monoisotopic Mass:228.93093
Topological Polar Surface Area:80
Heavy Atom Count:11
Complexity:157
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes