699446
3-(4-Morpholinomethyl)phenylboronic acid pinacol ester
95%
Synonym(s):
3-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaboran-2-yl)benzyl]morpholine
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About This Item
Empirical Formula (Hill Notation):
C17H26BNO3
CAS Number:
Molecular Weight:
303.20
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Assay
95%
form
powder
mp
52-56 °C
functional group
ether
SMILES string
CC1(C)OB(OC1(C)C)c2cccc(CN3CCOCC3)c2
InChI
1S/C17H26BNO3/c1-16(2)17(3,4)22-18(21-16)15-7-5-6-14(12-15)13-19-8-10-20-11-9-19/h5-7,12H,8-11,13H2,1-4H3
InChI key
RCGRLLZELIIKDH-UHFFFAOYSA-N
Application
3-(4-Morpholinomethyl)phenylboronic acid pinacol ester can be used as a reactant:
- In the palladium-catalyzed Suzuki-Miyaura coupling reaction to synthesize biaryl derivatives.
- To prepare a morpholinylphenyl anilinoquinazoline lapatinib analog.
- To synthesize diaryl or heteroaryl triazole quinuclidine derivatives as potent α7 nicotinic acetylcholine receptor ligands.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
>230.0 °F
Flash Point(C)
> 110 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Microwave-mediated synthesis of an arylboronate library
Spencer J, et al.
ACS Combinatorial Science, 13(1), 24-31 (2011)
Bis (het) aryl-1, 2, 3-triazole quinuclidines as α-7 nicotinic acetylcholine receptor ligands: Synthesis, structure affinity relationships, agonism activity,[18F]-radiolabeling and PET study in rats
Ouach A, et al.
European Journal of Medicinal Chemistry, 179(10), 449-469 (2019)
Gautam Patel et al.
Journal of medicinal chemistry, 56(10), 3820-3832 (2013-04-20)
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