1H-Pyrazole-3-carbaldehyde

Base Information

• Chemical Name: 1H-Pyrazole-3-carbaldehyde
• CAS No.: 3920-50-1
• Molecular Formula: C4H4N2O
• Molecular Weight: 96.0886
• Hs Code.: 2933199090
• European Community (EC) Number: 630-982-1
• DSSTox Substance ID: DTXSID10959979
• Nikkaji Number: J2.538.963H,J638.207J
• Wikidata: Q72503429
• Mol file: 3920-50-1.mol

Synonyms:1H-Pyrazole-3-carbaldehyde;1H-pyrazole-5-carbaldehyde;3920-50-1;948552-36-1;Pyrazole-3-carboxaldehyde;1H-Pyrazole-5-carboxaldehyde;1H-Pyrazole-3-carboxaldehyde;2H-Pyrazole-3-carbaldehyde;3-Pyrazolecarboxaldehyde;formylpyrazole;209002-03-9;1H-Pyrazole-3-carbaldehyde,dimer;MFCD00129925;1H-Pyrazole-3-carboxaldehyde, dimer (9CI);3-formylpyrazole;Pyrazol-3-carbaldehyde;pyrazole-3-carbaldehyde;1H-Pyrazole-3-carbxaldehyde;pyrazole aldehyde;1H-Pyrazole-3-carbaldehyde, dimer;pyrazole-5-aldehyde;carbonyl-1h-pyrazole;3-formyl-1H-pyrazole;pyrazol-3-carboxaldehyde;PYRAZOLE-5-CARBALDEHYDE;DTXSID10959979;AMY11891;BCP26854;GEO-02174;AKOS005145964;AKOS015854501;AB25611;CS-W004202;GS-5722;1H-Pyrazole-3-carbaldehyde, AldrichCPR;1H-Pyrazole-5-carbaldehyde, AldrichCPR;AC-14384;BL001484;A6568;AM20100032;FT-0647845;P2261;EN300-36665;O10411;A859251;W-200336;Z234896951;1H-pyrazole-5-carbaldehyde pound>>Pyrazole-3-carboxaldehyde

Chemical Property of 1H-Pyrazole-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 142-144 °C
• Refractive Index: 1.62
• Boiling Point: 299.984 °C at 760 mmHg
• PKA: 11.20±0.10(Predicted)
• Flash Point: 139.672 °C
• PSA: 45.75000
• Density: 1.323 g/cm³
• LogP: 0.22220
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 96.032362755
• Heavy Atom Count: 7
• Complexity: 74.1

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

1-H-Pyrazole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/39

MSDS Files:

Useful:

• Canonical SMILES: C1=C(NN=C1)C=O
• Uses: 1H-?Pyrazole-?3-?carboxaldehyde is an intermediate used to prepare fused pyrrole carboxylic acids as novel, potent D-?amino acid oxidase (DAO) inhibitors. It is also a building block to synthesize α-?substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2?/neu tyrosine kinases.

Technology Process of 1H-Pyrazole-3-carbaldehyde

There total 4 articles about 1H-Pyrazole-3-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

pyrazole-3-carboxaldehyde dimethylacetal (111573-59-2,955892-12-3) → 3-formylpyrazole (3920-50-1,209002-03-9)

Guidance literature:

In(OSO₂CF₃)3; In acetone; at 20 ℃; for 8h;

DOI:10.1021/jo0707075

Reference yield:

(1H-pyrazol-3-yl)methanol (23585-49-1) → 3-formylpyrazole (3920-50-1,209002-03-9)

Guidance literature:

With manganese(IV) oxide; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1016/j.bmc.2017.04.004

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + Propargylic aldehyde (624-67-9) → 3-formylpyrazole (3920-50-1,209002-03-9)

Guidance literature:

With diethyl ether;

DOI:10.1093/japr/9.3.424

upstream raw materials:

diazomethane

Propargylic aldehyde

pyrazole-3-carboxaldehyde dimethylacetal

(1H-pyrazol-3-yl)methanol

Downstream raw materials:

1-allyl-1H-pyrazole-3-carbaldehyde

pyrazole-3-carboxaldehyde dimethylacetal

C₂₁H₂₃FN₆O₃

(2S)-2-((1H-pyrazol-3-yl)methylamino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin4-yl)-1H-pyrazol-5-yl)propanamide

Refernces

• 1、 Lee, Eun,An, Ying,Kwon, Junhee,Kim, Keun Il,Jeon, Raok. "Optimization and biological evaluation of 2-aminobenzothiazole derivatives as Aurora B kinase inhibitors". . p. 3614 - 3622. Retrieved 2017/06/13.
• 2、 Gregg, Brian T.,Golden, Kathryn C.,Quinn, John F.. "Indium(III) trifluoromethanesulfonate as an efficient catalyst for the deprotection of acetals and ketals". . p. 5890 - 5893. Retrieved 2008/02/09.