2-Aminopyrimidine-5-boronic acid
Product Information
Molecular Formula
C4H6BN3O2
Molecular Weight
138.92
Description
2-Aminopyrimidine-5-boronic acid is a versatile compound widely utilized in the synthesis of complex organic molecules. Known for its role in Suzuki-Miyaura cross-coupling reactions, it facilitates the formation of carbon-carbon bonds, crucial in the development of various chemical entities. Its unique structure, combining boronic acid and aminopyrimidine moieties, offers significant reactivity and functional group compatibility. This makes it an essential component in biochemical research and the advancement of organic synthesis methodologies.
Synonyms
2-Amino-pyrimidine-5-boronic acid; 2-aminopyrimidin-5-ylboronic acid; 2-Amino-5-pyrimidineboronic acid; MFCD07375147; 2-AMINOPYRIMIDIN-5-YL-5-BORONIC ACID; AK-62138; ACMC-209rmr
IUPAC Name
(2-aminopyrimidin-5-yl)boronic acid
SMILES
B(C1=CN=C(N=C1)N)(O)O
InChI
InChI=1S/C4H6BN3O2/c6-4-7-1-3(2-8-4)5(9)10/h1-2,9-10H,(H2,6,7,8)
InChI Key
CGHYQZASLKERLV-UHFFFAOYSA-N
Boiling Point
487.0±55.0 °C (Predicted)
Melting Point
206-211 °C
Purity
> 98 % (HPLC)
Density
1.440±0.10 g/cm3 (Predicted)
Solubility
Slightly soluble in DMSO (Heated), Methanol (Heated)
Appearance
Off-white solid
Storage
2-8 °C under inert atmosphere
LogP
-1.68020
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
1
Exact Mass
139.0553066 g/mol
Monoisotopic Mass
139.0553066 g/mol
Topological Polar Surface Area
92.3Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
105
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113735864-A | D-benzothiadiazole-TB (-D) derivative and synthetic method and application thereof | 2021-07-30 |
| WO-2022054335-A1 | Photocatalyst complex | 2020-09-11 |
| JP-2022038301-A | Solid composition and its production method | 2020-08-26 |
| WO-2022044422-A1 | Solid composition and method for producing same | 2020-08-26 |
| CN-111848629-A | mTOR/HDAC dual inhibitor and application thereof | 2020-07-15 |
| CN-111848629-B | mTOR/HDAC dual inhibitor and application thereof | 2020-07-15 |
| WO-2021249913-A1 | 2'-(quinolin-3-yl)-5',6'-dihydrospiro[azetidine-3,4'-pyrrolo[1,2-b]pyrazole]-1-carboxylate derivatives and related compounds as map4k1 (hpk1) inhibitors for the treatment of cancer | 2020-06-09 |
| WO-2021249913-A9 | 2'-(quinolin-3-yl)-5',6'-dihydrospiro[azetidine-3,4'-pyrrolo[1,2-b]pyrazole]-1-carboxylate derivatives and related compounds as map4k1 (hpk1) inhibitors for the treatment of cancer | 2020-06-09 |
| WO-2021243421-A1 | Dual kinase-bromodomain inhibitors | 2020-06-05 |
| WO-2021235024-A1 | Composition and method for producing same | 2020-05-21 |
