2-Cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxaldehyde CAS#: 121660-37-5; 凯望编码 (ChemWhat Code): 340124

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

英文名2-Cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxaldehyde
IUPAC Name2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-carbaldehyde
分子结构2-Cyclopropyl-4-4-fluorophenylquinoline-3-carboxaldehyde-CAS-121660-37-5
CAS编号 121660-37-5
MDL NumberMFCD09032925
别名121660-37-5
2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-carbaldehyde
2-Cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxaldehyde
3-Quinolinecarboxaldehyde, 2-cyclopropyl-4-(4-fluorophenyl)-
2-cyclopropyl-3-formyl-4-(4-fluorophenyl)quinoline
MFCD09032925
2-cyclopropyl-4-(4-fluorophenyl)-quinoline-3-carbaldehyde
2-Cyclopropyl-4-(4-fluorophenyl)-3-quinoline-d53-Aldehyde
677763-20-1
C19H14FNO
2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinecarboxaldehyde
SCHEMBL244423
2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinecarbaldehyde
AMY4154
DTXSID10433224
JAHBIRPTCXOGLB-UHFFFAOYSA-N
2-cyclopropyl-4-(4-fluoro-phenyl)-quinoline-3-carbaldehyde
BCP10762
AKOS015840794
AC-2057
DS-0453
SY013734
DB-011179
CS-0156035
A24868
2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline
J-509252
2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-carbaldehyde
2-cyclo-propyl-4-(4-fluorophenyl)quinoline-3-carbaldehyde
2-cyclopropyl-4-(4-fluoro-phenyl)-quinoline-3-carbaidehyde
4-(4′-fluorophenyl)-2-cyclopropylquinoline-3-carbaldehyde
4-(4-Fluorophenyl)-2-cyclopropylquinoline-3-carboxaldehyde
2-Cyclopropyl-3-formyl-4-(4-fluorophenyl)quinoline; 2-Cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxaldehyde; 4-(4-Fluorophenyl)-2-cyclopropylquinoline-3-carboxaldehyde
分子式C19H14FNO
分子量291.3
InChIInChI=1S/C19H14FNO/c20-14-9-7-12(8-10-14)18-15-3-1-2-4-17(15)21-19(13-5-6-13)16(18)11-22/h1-4,7-11,13H,5-6H2
InChI KeyJAHBIRPTCXOGLB-UHFFFAOYSA-N
Isomeric SMILESC1CC1C2=NC3=CC=CC=C3C(=C2C=O)C4=CC=C(C=C4)F
Patent Information
Patent IDTitlePublication Date
CN107226814Preparation method for intermediate of Baricitinib2017
US2012/225812SUBSTITUTED FUSED PYRIMIDINE COMPOUNDS, ITS PREPARATION AND USES THEREOF2012
WO2009/106577IMIDAZO [1,2-B] PYRIDAZINE DERIVATIVES FOR THE TREATMENT OF C-MET TYROSINE KINASE MEDIATED DISEASE2009
WO2006/40964METHOD OF PRODUCING SILYLALKOXYMETHYL HALIDE2006

Physical Data

AppearanceOff-white or slightly yellow crystalline powder
Melting Point, °C
145 – 147
Boiling Point, °CPressure (Boiling Point), Torr
57 – 598
Density, g·cm-3Measurement Temperature, °C
1.0525

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Frequency (NMR Spectroscopy), MHz
Spectrum300
Chemical shifts, Spectrum13C
Chemical shifts13C
Chemical shifts1Hacetone-d6300
1Hacetone-d6300
Chemical shifts1HCDCl3
Chemical shifts13CCDCl3
Description (IR Spectroscopy)Solvent (IR Spectroscopy)
BandsKBr

Route of Synthesis (ROS)

Route of Synthesis (ROS) of 2-Cyclopropyl-4-(4-fluorophenyl)-quinolyl-3-methanol CAS 121660-11-5
Route of Synthesis (ROS) of 2-Cyclopropyl-4-(4-fluorophenyl)-quinolyl-3-methanol CAS 121660-11-5
ConditionsYield
Stage #1: Indole-3-carboxaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Inert atmosphere;
Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide for 2h;		98%
Stage #1: Indole-3-carboxaldehyde With sodium hydride In N,N-dimethyl-formamide at 0 – 20℃; Inert atmosphere;
Stage #2: (2-trimethylethylsilylethoxy)methyl chloride at 0 – 20℃;

Experimental Procedure
2.4. Typical procedure for the preparation of 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indole-3-carbaldehydes: synthesis of the 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indole-3-carbaldehyde
To a stirred suspension of NaH (331 mg, 8.27 mmol, 1.2 equiv.) in DMF anhydrous (5 mL) was added dropwise a solution of 1H-indole-3-carbaldehyde (1.0 g, 6.89 mmol, 1.0 equiv.) dissolved in anhydrous DMF (10.0 mL) at 0°C under argon. The mixture was stirred for 1 hour, warmed to room temperature and stirred until the salt was formed. Then, reaction mixture was cooled to 0°C before adding dropwise SEMCl (1.40 mL, 7.58mmol, 1.1 equiv.), warmed to room temperature and stirred for 10 minutes. After the consumption of the substrate (TLC, n-hexane-EtOAc, 80:20), the reaction was diluted with Et2O, washed with a solution of KHSO4 (10% w/w), a saturated solution of NaHCO3, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by chromatography on SiO2 (25-40 μm), eluting with 85/15 (v/v) n-hexane/AcOEt mixture (Rf = 0.22) to obtain 1.85 g (97% yield) of 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indole-3-carbaldehyde.		97%
With sodium hydride Substitution;85%

Safety and Hazards

Precautionary Statement CodesNot Classified

Other Data

Druglikeness
Lipinski rules component
分子量166.723
logP2.264
HBA1
HBD0
Matching Lipinski Rules4
Veber rules component
Polar Surface Area (PSA)9.23
Rotatable Bond (RotB)4
Matching Veber Rules2
Use Pattern
As an intermediate, 2-Cyclopropyl-4-(4-fluorophenyl)quinoline-3-carbaldehyde helps to enhance the synthesis efficiency of Pitavastatin calcium, making the production process more efficient and controllable.
The quality and purity of the intermediate directly affect the final drug’s quality. High-quality intermediates contribute to producing Pitavastatin calcium with higher purity and fewer side effects.
Choosing the appropriate intermediate in the drug synthesis process can minimize unnecessary by-products, thereby reducing the final drug’s side effects.
The structure of 2-Cyclopropyl-4-(4-fluorophenyl)quinoline-3-carbaldehyde contributes to the pharmacological activity of Pitavastatin calcium, making it more effective in lowering cholesterol and preventing cardiovascular diseases.

试剂采购

没有试剂厂商? 向凯望发送快速询价
想要被列为试剂厂商? (付费服务) 点击这里联系凯望

认证生产商

Caming Pharmaceutical Limitedhttp://www.caming.com/
想要被列为认证生产商 (需要通过认证)? 请下载并填写 这份表格并发邮件到approved-manufacturers@chemwhat.com

其他供应商

Watson International Limited 访问Watson官网

如需其他帮助，请联系我们

联系我们获取其它信息或服务 点击这里联系凯望