2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one

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2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one Basic information
Uses
Product Name:2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one
Synonyms:2-brome-6,7-dihydrothiazole[5,4-C]pyridin-4(5H)-one;2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H);Thiazolo[5,4-c]pyridin-4(5H)-one, 2-bromo-6,7-dihydro-;2-Bromo-5,6,7,7a-tetrahydro-3aH-thiazolo[5,4-c]pyridin-4-one;2-bromo-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridin-4-one;2-bromo-6,7-dihydro-5H-[1,3]thiazolo[5,4-c]pyridin-4-one;2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one
CAS:1035219-96-5
MF:C6H5BrN2OS
MW:233.09
EINECS:
Product Categories:
Mol File:1035219-96-5.mol
2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one Structure
2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one Chemical Properties
Boiling point 487.7±34.0 °C(Predicted)
density 1.825±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka12.76±0.20(Predicted)
AppearanceLight yellow to green yellow Solid
Safety Information
MSDS Information
2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one Usage And Synthesis
Uses2-Bromo-6,7-dihydrothiazo[5,4-C]pyridine-4(5H)-one is a pyridine organic compound that can be used as an organic intermediate.
Synthesis
2-AMINO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDIN-4(5H)-ONE

26493-11-8

2-BROMO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDIN-4(5H)-ONE

1035219-96-5

The general procedure for the synthesis of 2-bromo-6,7-dihydrothiazolo[5,4-b]pyridin-4(5H)-ones using 2-amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-ones as starting material was as follows: intermediate 3 (8 g, 39.8 mmol), copper(II) bromide (10.43 g, 46.68 mmol) and 3-methyl-1- Nitrosoxybutane (6.8 g, 58.35 mmol) were dissolved in acetonitrile (100 mL) and the reaction was stirred at room temperature for 1.5 hours. Upon completion of the reaction, the solvent was removed by vacuum evaporation. The resulting residue was dissolved in ethyl acetate and washed with water. The organic layer was separated, dried with anhydrous sodium sulfate, filtered and the solvent was evaporated in vacuum to give Intermediate 4 (5 g, 55% yield), which could be used in subsequent steps without further purification.

References[1] Patent: WO2011/73339, 2011, A1. Location in patent: Page/Page column 43
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 14, p. 4037 - 4043
[3] Patent: WO2015/101928, 2015, A1. Location in patent: Page/Page column 66; 67
2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one Preparation Products And Raw materials
Raw materials2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one hydrochloride-->2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one-->Acetonitrile-->Isoamyl nitrite-->Cupric bromide
Tag:2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one(1035219-96-5) Related Product Information
2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one 2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one hydrochloride 2-AMino-4-oxo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butyl ester Thiazolo[5,4-c]pyridine-5(4H)-carboxylic acid, 2-bromo-6,7-dihydro-4-oxo-, 1,1-dimethylethyl ester 2-Bromo-7-methyl-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one 2-Bromo-7-oxo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butyl ester