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4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

CAS No.
1022158-35-5
Chemical Name:
4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
Synonyms
4-bromo-1-(oxan-2-yl)indazole;4-bromo-1-(oxan-2-yl)-1H-indazole;4-bromo-1-(oxepan-2-yl)-1H-indazole;4-Bromo-1-(tetrahydropyran-2-yl)-1H-indazole;4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole;1H-Indazole, 4-bromo-1-(tetrahydro-2H-pyran-2-yl)-
CBNumber:
CB22704388
Molecular Formula:
C12H13BrN2O
Molecular Weight:
281.15
MDL Number:
MFCD22380249
MOL File:
1022158-35-5.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:41

4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole Properties

Melting point 51-52 °C
Boiling point 405.5±35.0 °C(Predicted)
Density 1.60±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka -0.22±0.30(Predicted)
Appearance White to off-white Solid

4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B678268 4-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 1022158-35-5 500mg $220 2021-12-16 Buy
TRC B678268 4-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 1022158-35-5 100mg $65 2021-12-16 Buy
SynQuest Laboratories 4H56-9-70 4-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 1022158-35-5 250mg $75 2021-12-16 Buy
American Custom Chemicals Corporation HCH0419512 4-BROMO-1-(TETRAHYDRO-2H-PYRAN-2-YL)-1H-INDAZOLE 95.00% 1022158-35-5 5MG $505.3 2021-12-16 Buy
SynQuest Laboratories 4H56-9-70 4-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 1022158-35-5 1g $225 2021-12-16 Buy
Product number Packaging Price Buy
B678268 500mg $220 Buy
B678268 100mg $65 Buy
4H56-9-70 250mg $75 Buy
HCH0419512 5MG $505.3 Buy
4H56-9-70 1g $225 Buy

4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole Chemical Properties,Uses,Production

Synthesis

3,4-Dihydro-2H-pyran

110-87-2

4-Bromo-1H-indazole

186407-74-9

4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

1022158-35-5

The general procedure for the synthesis of 4-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole from 3,4-dihydro-2H-pyran and 4-bromo-1H-indazole was as follows: 3,4-dihydro-2H-pyran (5.36 mL, 58.57 mmol) was added to a solution of 3,4-dihydro-2H-pyran (5.36 mL, 58.57 mmol) containing 4-bromo-1H-indazole (5.77 g, 29.3 mmol) and 4-bromo-1H-sulphonic acid ( 0.176 g, 1.02 mmol) in a solution of ethyl acetate (60 mL). The reaction mixture was heated and stirred at 70 °C for 16 hours. After the reaction was completed, the mixture was cooled to room temperature and neutralized by adding saturated aqueous sodium bicarbonate solution (50 mL). The organic and aqueous phases were separated and the aqueous phase was extracted with ethyl acetate (10 mL). The organic layers were combined and washed sequentially with saturated aqueous sodium bicarbonate (10 mL) and saturated aqueous sodium chloride (10 mL). The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting brown oil was purified by fast silica gel column chromatography with the eluent being a heptane solution of 10% ethyl acetate. The product fraction was collected and the solvent was evaporated under reduced pressure to give 4-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (7.78 g, 94% yield) as a white solid. The product was confirmed by 1H NMR (400 MHz, CDCl3, 30 °C): δ 1.60-1.88 (3H, m), 2.03-2.23 (2H, m), 2.55 (1H, dddd), 3.73 (1H, dddd), 4.00 (1H, dddd), 5.71 (1H, dddd), 7.19-7.24 (1H, m), and 7.32 (1H, dd), 7.55 (1H, dd), 8.03 (1H, d).

References

[1] Patent: WO2017/182495, 2017, A1. Location in patent: Page/Page column 114-115
[2] Patent: WO2008/51494, 2008, A1. Location in patent: Page/Page column 159
[3] Asian Journal of Chemistry, 2011, vol. 23, # 1, p. 451 - 454
[4] Patent: US2018/111931, 2018, A1. Location in patent: Paragraph 0882; 0883
[5] Synlett, 2009, # 4, p. 615 - 619

4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole Preparation Products And Raw materials

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4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole Spectrum

4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 4-bromo-1-(oxan-2-yl)-1H-indazole 4-bromo-1-(oxan-2-yl)indazole 1H-Indazole, 4-bromo-1-(tetrahydro-2H-pyran-2-yl)- 4-Bromo-1-(tetrahydropyran-2-yl)-1H-indazole 4-bromo-1-(oxepan-2-yl)-1H-indazole 1022158-35-5