7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one

Name: 7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1231892-74-2
Cat. No. CS-W020492
Purity≥97%
MDL No.None

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7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one|CS-W020492

Structure of 1231892-74-2

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General Information

CAS No. 1231892-74-2
Cat. No. CS-W020492
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₀BNO₃
Molecular Weight 273.14
Synonym(s) 7-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-isoquinolin-1-one
SMILES CC1(C)OB(OC1(C)C)c1ccc2CCNC(=O)c2c1

Description

7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one features a boronate ester group enabling direct Suzuki-Miyaura coupling under mild conditions. The dihydroisoquinolinone core provides a rigid, electron-rich scaffold suitable for bioactive molecule synthesis. Bench-stable and moisture-tolerant, this reagent streamlines the construction of complex heterocycles in medicinal chemistry and materials science workflows.

Application

7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane moiety enables stable, air-tolerant handling and broad functional group compatibility. It facilitates efficient construction of biaryl and heteroaryl architectures in medicinal chemistry and materials synthesis, with the dihydroisoquinolinone core providing a scaffold relevant to CNS-targeted compounds and kinase inhibitors.

Synthesis

Route1
- In-stock
  
  891782-60-8
- In-stock
  
  73183-34-3
- ~47%
- In-stock
  
  1231892-74-2
References
- Spicer, Julie A.; Lena, Gersande; Lyons, Dani M.; Huttunen, Kristiina M.; Miller, Christian K.; O'Connor, Patrick D.; Bull, Matthew; Helsby, Nuala; Jamieson, Stephen M. F.; Denny, William A.; Ciccone, Annette; Browne, Kylie A.; Lopez, Jamie A.; Rudd-Schmidt, Jesse; Voskoboinik, Ilia; Trapani, Joseph A. Journal of Medicinal Chemistry, 2013 , vol. 56, # 23 p. 9542 - 9555
Route2
- 305447-65-8
- ~%
- In-stock
  
  1231892-74-2
References
- Spicer, Julie A.; Lena, Gersande; Lyons, Dani M.; Huttunen, Kristiina M.; Miller, Christian K.; O'Connor, Patrick D.; Bull, Matthew; Helsby, Nuala; Jamieson, Stephen M. F.; Denny, William A.; Ciccone, Annette; Browne, Kylie A.; Lopez, Jamie A.; Rudd-Schmidt, Jesse; Voskoboinik, Ilia; Trapani, Joseph A. Journal of Medicinal Chemistry, 2013 , vol. 56, # 23 p. 9542 - 9555

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 47.56
LogP 1.2717
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one

CAS No. 1231892-74-2

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