ChemicalBook CAS DataBase List 2-Amino-5-bromo-3-(hydroxymethyl)pyridine

2-Amino-5-bromo-3-(hydroxymethyl)pyridine synthesis

3synthesis methods

Product Name:2-Amino-5-bromo-3-(hydroxymethyl)pyridine
CAS Number:335031-01-1
Molecular formula:C6H7BrN2O
Molecular Weight:203.04

2-Amino-5-bromo-3-(hydroxymethyl)pyridineBromine (8.4 mL, 189.4 mmol) was added dropwise over 1 hour to a solution of 2- amino-3-(hydroxymethyl)pyridine (19.6 g, 157.8 mmol) in acetic acid (350 mL) at room temperature. The reaction mixture was then stirred overnight. After concentration to dryness, the residue was partitioned between a saturated solution of potassium carbonate (300 mL) and ethyl acetate (200 ml_). The aqueous layer was separated and extracted with ethyl acetate (2 x 200 ml_). The combined organic phases were washed with a saturated solution of sodium chloride (200 ml_), dried over sodium sulfate, filtered and concentrated to dryness. After trituration of the residue in pentane, the title product was obtained as a yellow solid (27.0 g, 84%).

23612-57-9 Synthesis

23612-57-9
206 suppliers
$8.00/250mg

2-Amino-5-bromo-3-(hydroxymethyl)pyridine

335031-01-1
167 suppliers
$30.00/1/ G

Yield:335031-01-1 84%

Reaction Conditions:

with bromine in acetic acid at 20;Product distribution / selectivity;

Steps:

D1.2

Step 2: 2-Amino-5-bromo-3-(hydroxymethyl)pyridineBromine (8.4 mL, 189.4 mmol) was added dropwise over 1 hour to a solution of 2- amino-3-(hydroxymethyl)pyridine (19.6 g, 157.8 mmol; which may be prepared as described in Dl, Step 1) in acetic acid (350 mL) at room temperature. The reaction mixture was then stirred overnight. After concentration to dryness, the residue was partitioned between a saturated solution of potassium carbonate (300 mL) and ethyl acetate (200 ml_). The aqueous layer was separated and extracted with ethyl acetate (2 x 200 ml_). The combined organic phases were washed with a saturated solution of sodium chloride (200 ml_), dried over sodium sulfate, filtered and concentrated to dryness. After trituration of the residue in pentane, the title product was obtained as a yellow solid (27.0 g, 84%).*H NMR (DMSO-c/₆, 400 MHz) : δ (ppm) : 7.90 (d, J = 2.8 Hz, 1H), 7.53 (d, J = 2 Hz, 1H), 5.93 (br s, NH₂), 5.29 (br s, OH), 4.31 (s, 2H).

References:

WO2011/61214,2011,A1 Location in patent:Page/Page column 30-31

52833-94-0
212 suppliers
$13.00/1g

335031-01-1
167 suppliers
$30.00/1/ G

References

5345-47-1 Synthesis

5345-47-1
369 suppliers
$9.00/1g

335031-01-1
167 suppliers
$30.00/1/ G

References

2-Amino-5-bromo-3-(hydroxymethyl)pyridine Related Search:

Methyl 2-amino-5-bromonicotinate ETHYL 2-AMINO-5-BROMONICOTINATE (2-AMINO-5-BROMOPYRIDIN-3-YL)METHANOL HYDROBROMIDE (5-BROMO-PYRIDIN-3-YL)-METHANOL 2-Amino-5-bromopyridine