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Merck
CN

642614

Sigma-Aldrich

1-Isobutylpyrazole-4-boronic acid pinacol ester

95%

Synonym(s):

1-Isobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-Isobutyl-pyrazole-4-boronic acid pinacol ester

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About This Item

Empirical Formula (Hill Notation):
C13H23BN2O2
CAS Number:
Molecular Weight:
250.14
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Assay

95%

refractive index

n20/D 1.4740 (lit.)

bp

248-249 °C (lit.)

density

1.003 g/mL at 25 °C (lit.)

SMILES string

CC(C)Cn1cc(cn1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C13H23BN2O2/c1-10(2)8-16-9-11(7-15-16)14-17-12(3,4)13(5,6)18-14/h7,9-10H,8H2,1-6H3

InChI key

YMEBZRNYQBODKB-UHFFFAOYSA-N

Application

1-Isobutylpyrazole-4-boronic acid pinacol ester can be used:
  • In the synthesis of 7-azaindole derivatives as potent PDK1 inhibitors.
  • As a reactant in the synthesis of imidazo[1,2-a]pyrazine derivatives as potent phosphodiesterase 10A inhibitors.
  • To prepare 2-substituted-3-aroyl-benzo[b]furan derivatives.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

116.6 °F

Flash Point(C)

47 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Discovery of novel 7-azaindoles as PDK1 inhibitors
Wucherer-Plietker M, et al.
Bioorganic & medicinal chemistry letters, 26(13), 3073-3080 (2016)
An efficient synthesis and substitution of 3-aroyl-2-bromobenzo [b] furans
Gill GS, et al.
The Journal of Organic Chemistry, 73(3), 1131-1134 (2008)
Discovery of a potent, selective, and orally active phosphodiesterase 10A inhibitor for the potential treatment of schizophrenia
Bartolome?-Nebreda JM, et al.
Journal of Medicinal Chemistry, 57(10), 4196-4212 (2014)

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