ChemicalBook CAS DataBase List pyrazolo[1,5-a]pyridin-5-ylMethanol

pyrazolo[1,5-a]pyridin-5-ylMethanol synthesis

7synthesis methods

Product Name:pyrazolo[1,5-a]pyridin-5-ylMethanol
CAS Number:474432-57-0
Molecular formula:C8H8N2O
Molecular Weight:148.16

Pyrazolo[1,5-a]pyridine-5-carboxaldehyde (9CI)

474432-59-2
46 suppliers
$60.00/5mg

474432-57-0
30 suppliers
$220.00/100mg

Yield:474432-57-0 100%

Reaction Conditions:

with sodium tetrahydridoborate in methanol at 0; for 4 h;

Steps:

90.a a) Pyrazolo[1,5-a]pyridin-5-ylmethanol

To a suspension/s 1.2 g, 8 mmol) in methanol (18 mL) cooled to 0 °C was added portionwise sodium borohydride (0.46 g, 12.3 mmol). The reaction mixture was stirred at 0 °C for 4 hrs. Water (30 mL) was added and the methanol was removed under reduced pressure. The aqueous residue was extracted with ethyl acetate (3 x 30 mL). The organic layer was washed with water (20 mL), brine (20 mL), passed through phase separation paper and concentrated under reduced pressure to yield the title compound as a colourless oil (1.18 g, quant.). H NMR (400 MHz, CDCl3): δ 8.41 (d, J = 7.2 Hz, 1 H), 7.93 (d, J = 2.3 Hz, 1 H), 7.50 (s, 1 H), 6.72 (dd, J = 1.8, 7.3 Hz, 1 H), 6.47 (d, J = 1.5 Hz, 1 H), 4.72 (d, J = 3.6 Hz, 2 H) (OH peak not observed).

References:

WO2022/15624,2022,A1 Location in patent:Page/Page column 144

474432-56-9 Synthesis