- Nickel-catalyzed borylation of aryl- and benzyltrimethylammonium salts via C-N bond cleavageHu, Jiefeng; Sun, Heqing; Cai, Wangshui; Pu, Xinghui; Zhang, Yemin; et al, Journal of Organic Chemistry, 2016, 81(1), 14-24
Cas no 937591-32-7 (1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one)
937591-32-7 structure
Product Name:1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one
CAS No:937591-32-7
MF:C16H22BNO3
MW:287.161784648895
CID:1082905
PubChem ID:16750378
Update Time:2024-10-26
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one Chemical and Physical Properties
Names and Identifiers
-
- 1-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethanone
- 1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydroindol-1-yl]ethanone
- 1-[2,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-1-yl]ethanone (ACI)
- 1-Acetyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline
- Z2035870064
- CS-0246599
- UXKBEEFKAJIQLK-UHFFFAOYSA-N
- DB-407390
- 1-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-1-yl]ethan-1-one
- 1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one
- MFCD11227113
- SCHEMBL4525414
- AB64060
- F73680
- EN300-3336854
- DTXSID50587816
- 937591-32-7
- 1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-1-yl]ethan-1-one
- 1-[2,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-1-yl]ethanone
- AKOS022178705
-
- Inchi： 1S/C16H22BNO3/c1-11(19)18-9-8-12-10-13(6-7-14(12)18)17-20-15(2,3)16(4,5)21-17/h6-7,10H,8-9H2,1-5H3
- InChI Key： UXKBEEFKAJIQLK-UHFFFAOYSA-N
- SMILES： O=C(C)N1CCC2C1=CC=C(B1OC(C)(C)C(C)(C)O1)C=2
Computed Properties
- Exact Mass: 287.1692737g/mol
- Monoisotopic Mass: 287.1692737g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 21
- Rotatable Bond Count: 1
- Complexity: 421
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 38.8?2
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A199008038-1g |
1-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethanone |
937591-32-7 | 95% | 1g |
$552.30 | 2023-08-31 | |
| Alichem | A199008038-5g |
1-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethanone |
937591-32-7 | 95% | 5g |
$1347.00 | 2023-08-31 | |
| Chemenu | CM219187-1g |
1-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethanone |
937591-32-7 | 95% | 1g |
$512 | 2022-08-31 | |
| TRC | T554480-25mg |
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one |
937591-32-7 | 25mg |
$ 87.00 | 2023-09-05 | ||
| TRC | T554480-100mg |
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one |
937591-32-7 | 100mg |
$ 310.00 | 2023-09-05 | ||
| TRC | T554480-250mg |
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one |
937591-32-7 | 250mg |
$ 574.00 | 2023-09-05 | ||
| Enamine | EN300-3336854-0.05g |
1-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-1-yl]ethan-1-one |
937591-32-7 | 95.0% | 0.05g |
$275.0 | 2025-03-18 | |
| Enamine | EN300-3336854-0.1g |
1-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-1-yl]ethan-1-one |
937591-32-7 | 95.0% | 0.1g |
$410.0 | 2025-03-18 | |
| Enamine | EN300-3336854-0.25g |
1-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-1-yl]ethan-1-one |
937591-32-7 | 95.0% | 0.25g |
$586.0 | 2025-03-18 | |
| Enamine | EN300-3336854-0.5g |
1-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-1-yl]ethan-1-one |
937591-32-7 | 95.0% | 0.5g |
$925.0 | 2025-03-18 |
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Potassium tert-butoxide Catalysts: Bis(1,5-cyclooctadiene)nickel , 1H-Imidazolium, 1,3-dicyclohexyl-, chloride (1:1) Solvents: Toluene , Glycol monoethyl ether ; 12 h, 50 °C; 50 °C → rt
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,4-Dioxane ; 2 h, 105 °C
Reference
- Novel Pyridyl- or Isoquinolinyl-Substituted Indolines and Indoles as Potent and Selective Aldosterone Synthase InhibitorsYin, Lina; Hu, Qingzhong; Emmerich, Juliette; Lo, Michael Man-Chu; Metzger, Edward; et al, Journal of Medicinal Chemistry, 2014, 57(12), 5179-5189
Production Method 3
Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,2-Dimethoxyethane ; 15 min, 150 °C; 150 °C → rt
Reference
- New 2-amino-3,5-dihydro-4H-imidazol-4-one derivatives and their use as BACE inhibitors for treatment of cognitive impairment, Alzheimer disease, neurodegeneration and dementia, World Intellectual Property Organization, , ,
Production Method 4
Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,4-Dioxane ; 2 h, 100 °C
1.2 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
1.2 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
Reference
- Preparation of indole derivatives for use as kinase inhibitors, World Intellectual Property Organization, , ,
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one Raw materials
- 5-bromo-2,3-dihydro-1H-indole
- 1-(5-bromo-2,3-dihydroindol-1-yl)ethanone
- 1-Acetyl-2,3-dihydro-N,N,N-trimethyl-1H-indol-5-aminium
- Bis(pinacolato)diborane
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one Preparation Products
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)ethan-1-one Related Literature
-
Raktani Bikshapathi,Sai Prathima Parvathaneni,Vaidya Jayathirtha Rao Green Chem., 2017,19, 4446-4450
-
Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi Tomita Dalton Trans., 2021,50, 3037-3043
-
Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
-
Kathrin Kutlescha,Rhett Kempe New J. Chem., 2010,34, 1954-1960
-
Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
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