7-azaindole-4-boronic acid pinacol ester

7-azaindole-4-boronic acid pinacol ester - Names and Identifiers

Name	4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine
Synonyms	7-Azaindole-4-boronic aci... 2-dioxaborolan-2-yl)-1H-pyrrolo[2 7-Azaindole-4-boronic acid pinacol ester 7-azaindole-4-boronic acid pinacol ester 1H-Pyrrolo[2,3-B]pyridine-4-boronic acid pinacol ester 4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3- 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine 1H-Pyrrolo[2,3-B]Pyridine, 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)- 1H-Pyrrolo[2,3-b]pyridine, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CAS	942919-26-8
InChI	InChI=1/C13H17BN2O2/c1-12(2)13(3,4)18-14(17-12)10-6-8-16-11-9(10)5-7-15-11/h5-8H,1-4H3,(H,15,16)

7-azaindole-4-boronic acid pinacol ester - Physico-chemical Properties

Molecular Formula	C13H17BN2O2
Molar Mass	244.1
Density	1.15
Boling Point	405.7°C at 760 mmHg
Flash Point	199℃
Vapor Presure	2.01E-06mmHg at 25°C
pKa	13.71±0.40(Predicted)
Storage Condition	Sealed in dry,Store in freezer, under -20°C
Refractive Index	1.563

7-azaindole-4-boronic acid pinacol ester - Risk and Safety

Hazard Symbols	T - Toxic
Risk Codes	25 - Toxic if swallowed
Safety Description	S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S24/25 - Avoid contact with skin and eyes.
UN IDs	UN2811
HS Code	29339900

7-azaindole-4-boronic acid pinacol ester - Reference Information

Use

7-azaindo-4-borate is an organic intermediate that can be used in Suzuki metal coupling reactions.

preparation

7-azaindo-4-borate ester can be prepared from 4-bromo-7-azaindole as a starting material. Isopropyl acetate (387kg) was filled into the vessel. The vessel was inerted with nitrogen and stirring was initiated. 4-bromo-7-azaindole (41.5, 211mol) was filled into the vessel. Potassium acetate (43.1, 439mol) was filled into the vessel. The vessel was filled with BIS (F-denol) diboron (54.7, 215.4mol). Bis (triphenylphosphine) palladium (II) dichloride (2.9, 4.13mol) was filled into the vessel. The contents of the vessel were heated at 85 °c to 90 °c for 22 hours. The mixture was cooled to 50 °c and then washed with water (4x 218kg). Mercapto silica (27.8) To the organic phase was added and the mixture was heated at 50 °c for 8 hours. The solid was removed by filtration and the filter cake was washed with isopropyl acetate (98kg). The combined filtrates were concentrated to a volume of approximately 240L by distillation under reduced pressure. The mixture was cooled to about 27 °c and then methyl tert-butyl ether (200kg) was added. The mixture was cooled to about 3 °c and stirred for an additional 7 hours. The solid was collected by filtration. The filter cake was washed with methyl tert-butyl ether (40kg) and then dried at approximately 40 °c to yield 7-azaindo-4-borate (39.7kg,98.9% w/w,161.0mol,76% yield).

Last Update：2024-04-09 19:05:05