tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate
- CAS No.
- 864771-44-8
- Chemical Name:
- tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate
- Synonyms
- 2-(1-Bo;1-Boc-indazole-5-boronic acid pinacol ester;1-Boc-indazolyl-5-boronic Acid Pinacol Ester;1-Boc-1H-indalzole-5-boronic acid picol ester;1-Boc-1H-indalzole-5-boronic acid pinacol ester;1H-Indazole-5-boronic acid pinacol ester, N1-BOC protected;1-(tert-Butoxycarbonyl)indazolyl-5-boronic Acid Pinacol Ester;1-Boc-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)indazole;1-(tert-Butoxycarbonyl)-1H-indazole-5-boronic acid pinacol ester;1-Boc-5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
- CBNumber:
- CB6589574
- Molecular Formula:
- C18H25BN2O4
- Molecular Weight:
- 344.21
- MDL Number:
- MFCD08437629
- MOL File:
- 864771-44-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 110 °C |
|---|---|
| Boiling point | 461.4±37.0 °C(Predicted) |
| Density | 1.13±0.1 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| pka | -1.48±0.30(Predicted) |
| form | solid |
| Appearance | White to off-white Solid |
| InChI | 1S/C18H25BN2O4/c1-16(2,3)23-15(22)21-14-9-8-13(10-12(14)11-20-21)19-24-17(4,5)18(6,7)25-19/h8-11H,1-7H3 |
| InChIKey | MMXDKXUKSKMROG-UHFFFAOYSA-N |
| SMILES | CC1(C)C(C)(C)OB(C2=CC=C3N(C(OC(C)(C)C)=O)N=CC3=C2)O1 |
| UNSPSC Code | 12352200 |
| NACRES | NA.21 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P280-P305+P351+P338 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-36/37/38 | |||||||||
| Safety Statements | 22-26-36/37/39 | |||||||||
| WGK Germany | WGK 3 | |||||||||
| HS Code | 2933998090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral | |||||||||
| NFPA 704 |
|
tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate price More Price(49)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | CVT00055 | 1-Boc-5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)indazole, contains isomer | 864771-44-8 | 1g | $379 | 2026-04-30 | Buy |
| TCI Chemical | B5992 | 1-(tert-Butoxycarbonyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)indazole min. 98.0 % | 864771-44-8 | 200MG | $42 | 2026-04-30 | Buy |
| TCI Chemical | B5992 | 1-(tert-Butoxycarbonyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)indazole min. 98.0 % | 864771-44-8 | 1G | $166 | 2026-04-30 | Buy |
| Usbiological | 265860 | 1-Boc-1H-indazole-5-boronic acid pinacol ester | 864771-44-8 | 50mg | $355 | 2026-06-03 | Buy |
| Usbiological | 265860 | 1-Boc-1H-indazole-5-boronic acid pinacol ester | 864771-44-8 | 100mg | $460 | 2026-06-03 | Buy |
tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate Chemical Properties, Uses, Production
Synthesis
651780-02-8
73183-34-3
864771-44-8
Tert-butyl 5-bromo-1H-indazole-1-carboxylate (10.1 mmol) and pinacol ester of bisboronic acid (11.1 mmol) were used as raw materials for the reaction catalyzed by palladium(II) acetate (1.01 mmol) and dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) (1.01 mmol) with the addition of potassium acetate (30.3 mmol) in triethylamine ( 1.5 mL) solution of potassium acetate (30.3 mmol) and 1,4-dioxane (60 mL) as a solvent, and the reaction was carried out at 110 °C overnight. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was purified by fast column chromatography (eluent: 5% ethyl acetate/petroleum ether) to afford the target product 1-tert-butoxycarbonylindazole-5-boronic acid pinacol ester as a yellow solid in 74% yield.
References
[1] Patent: WO2011/66211, 2011, A1. Location in patent: Page/Page column 69-70
[2] Organic Letters, 2009, vol. 11, # 13, p. 2860 - 2863
[3] Patent: WO2010/59943, 2010, A2. Location in patent: Page/Page column 83; 84
[4] Patent: WO2006/86705, 2006, A1. Location in patent: Page/Page column 89
[5] Patent: US2008/153813, 2008, A1. Location in patent: Page/Page column 22
tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Shanghai Ennopharm Co., Ltd. | +86 (21) 6435-5022 | China | 4263 | 65 | |
| Thermo Fisher Scientific | 800-810-5118 | cnchemical@thermofisher.com | China | 17752 | 75 |
| TOKYO CHEMICAL INDUSTRY CO., LTD. | 03-36680489 | Sales-JP@TCIchemicals.com | Japan | 28364 | 80 |
| TCI Europe | 320-37350700 | sales@tcieurope.eu | Europe | 23654 | 75 |
| TCI AMERICA | 800-4238616 | sales@tciamerica.com | Americas | 23636 | 75 |
| 9ding chemical ( Shanghai) Limited | 4009209199 | sales@9dingchem.com | China | 22497 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
View Latest Price from tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2019-12-26 | TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDAZOLE-1-CARBOXYLATE
864771-44-8
|
$6.60 | 500g | 98% | 1KG, 50KG, 100KG | Career Henan Chemical Co |
-

- TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDAZOLE-1-CARBOXYLATE
864771-44-8
- $6.60
- 98%
- Career Henan Chemical Co





