ChemicalBook > CAS DataBase List > 3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline

3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline

Product Name
3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline
CAS No.
154057-56-4
Chemical Name
3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline
Synonyms
2-Cyclopropyl-4-(4-fluorophenyl)-quinolyl-3-MethylBroMide;-fluorophenyl)quinoline;Pitavastatin Impurity 68;3-Hromomcthyy-2-cyclopropyl-4- 4-fluorophenylquinoline;Quinoline,3-(broMoMethyl)-2-cyclopropyl-4-(4-fluoropenyl);3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline;2-CYCLOPROPYL-3-(BROMOMETHYL)-4-(4-FLUOROPHENYL)-QUINOLINE;Quinoline, 3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)-;3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline? (Pitavastatin Impurity）;3-(broMoMethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline 3-(broMoMethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline
CBNumber
CB02470335
Molecular Formula
C19H15BrFN
Formula Weight
356.23
MOL File
154057-56-4.mol
More
Less

3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline Property

Melting point:
131-134°C
Boiling point:
467.6±45.0 °C(Predicted)
Density 
1.461±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Heated)
pka
4.32±0.50(Predicted)
form 
Solid
color 
White to Off-White
InChI
InChI=1S/C19H15BrFN/c20-11-16-18(12-7-9-14(21)10-8-12)15-3-1-2-4-17(15)22-19(16)13-5-6-13/h1-4,7-10,13H,5-6,11H2
InChIKey
QCNHMJKMLPPGMF-UHFFFAOYSA-N
SMILES
N1C2C(=CC=CC=2)C(C2=CC=C(F)C=C2)=C(CBr)C=1C1CC1
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

TRC
Product number
B687855
Product name
3-(Bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline
Packaging
1g
Price
$110
Updated
2021/12/16
TRC
Product number
B687855
Product name
3-(Bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline
Packaging
2.5g
Price
$155
Updated
2021/12/16
AK Scientific
Product number
X6291
Product name
2-Cyclopropyl-4-(4-fluorophenyl)-quinolyl-3-methylbromide
Packaging
1g
Price
$180
Updated
2021/12/16
Matrix Scientific
Product number
092060
Product name
3-(Bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline
Purity
95+%
Packaging
1g
Price
$94
Updated
2021/12/16
Matrix Scientific
Product number
092060
Product name
3-(Bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline
Purity
95+%
Packaging
5g
Price
$279
Updated
2021/12/16
More
Less

3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline Chemical Properties,Usage,Production

Uses

3-(Bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline is used to prepare artificial HMG-CoA reductase inhibitors. It is also used to synthesize pitavastatin calcium via stereoselective Wittig olefination reaction.

Synthesis

1356998-79-2

154057-56-4

Example 17: Preparation of 3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline (PTVBR) PTVME (0.85 g, 3.06 mmol) and N-bromosuccinimide (NBS, 1.16 g, 2.1 eq.) were dissolved in a solvent mixture of acetonitrile (MeCN, 20 mL) and carbon tetrachloride (CCl4, 5 mL). The reaction mixture was irradiated for 4 days at room temperature (~20 °C) using light at a wavelength of 254 nm. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residual oil was redissolved in dichloromethane (CH2Cl2, 20 mL). The organic phase was washed sequentially with saturated sodium thiosulfate solution (Na2S2O3, 1 × 10 mL), saturated sodium bicarbonate solution (NaHCO3, 2 × 10 mL), and brine (1 × 10 mL) and dried with anhydrous magnesium sulfate (MgSO4). After removing the solvent under reduced pressure, the product was purified by column chromatography (elution gradient: 1-10% ethyl acetate/n-heptane solution) to give PTVBR (0.22 g, 20% yield). 1H NMR (CDCl3): δ 1.17 (2H, m), 1.40 (2H, m), 2.50-2.54 (1H, m), 4.6 (2H, s), 7.24-7.40 (6H, m), 7.64 (1H, m), 8.00-8.02 (1H, m) ppm. 13C NMR (CDCl3): δ 9.8, 14.7, 29.1, 115.6, 115.8, 125.8, 126.2, 126.4, 127.4, 128.5, 128.8, 129.7, 130.87, 130.91, 131.0, 131.60, 131.63, 146.9, 147.1. 161.4, 161.5, 163.9 ppm.

References

[1] Patent: WO2012/13325, 2012, A1. Location in patent: Page/Page column 65-66
[2] Patent: EP2423195, 2012, A1. Location in patent: Page/Page column 57-58

3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline Suppliers

China 154 India 5 United States 10 Global 169
Nanjing Xinsi Chemical Co., Ltd.
Tel
18805263762
Email
nanjingxinsi@163.com
Country
China
ProdList
434
Advantage
58
Shandong Laifu Technology Development Co., Ltd.
Tel
13306419651
Email
1375993372@qq.com
Country
China
ProdList
52
Advantage
58
Shandong Kongfu Pharmaceutical Co
Tel
0537-4442222 18854777456
Email
871825068@qq.com
Country
China
ProdList
15
Advantage
58
Shandong Meiao Huawei Technology Co., LTD
Tel
0531-88682301 18595278766
Email
yuhongmeng@mayowell.com
Country
China
ProdList
88
Advantage
58
JIANGXI AIFEIMU TECHNOLOGY CO.,LTD
Tel
793-33899567 13735087952
Fax
+86-570-6259526
Email
sales@afmpharm.com
Country
China
ProdList
76
Advantage
61
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9310
Advantage
66
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14101
Advantage
59
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768836
Email
1791901229@qq.com
Country
China
ProdList
6950
Advantage
52
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14435
Advantage
57
More
Less

View Lastest Price from 3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline 154057-56-4
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-07
Nanjing Fred Technology Co., Ltd
Product
3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline 154057-56-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2024-01-03
Zhuozhou Wenxi import and Export Co., Ltd
Product
3-(Bromomethyl)-2-cyclopropyl-4-(4"-fluorophenyl)quinoline 154057-56-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

154057-56-4, 3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinolineRelated Search:

Tert-buthyl Pitavastatin tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate (E)-3-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl-2-propenal (3S,5S,6E)-7-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-3,5-dihydroxy-6-heptenoic Acid CalciuM Salt (3S,5R,6E)-7-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-3,5-dihydroxy-6-heptenoic acid (3S,5R,6E)-7-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-3,5-dihydroxy-6-heptenoic Acid CalciuM Salt (4R,6S)-6-[(1E)-2-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,methyl ester 2-HYDROXY-3-METHOXY-3,3-DIPHENYLPROPANOIC ACID BenzaMide, 2-benzoyl- 2-(4-Fluor-benzoyl)-benzamid PITAVASTATIN LACTONE 2-Cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxaldehyde 2-Cyclopropyl-3-[(diphenylphosphinyl)methyl]-4-(4-fluorophenyl)quinoline (E)-3-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-2-propenenitrile 2-Cyclopropyl-4-(4-fluorophenyl)-quinolyl-3-methanol Pitavastatin calcium [2-Cyclopropyl-4-(4-fluorophenyl)-quinolin-3-ylmethyl]-triphenyl-phosphonium bromido

  • 3-(Bromomethyl)-2-cyclopropyl-4-(4'-fluorophenyl)quinoline
  • Quinoline,3-(broMoMethyl)-2-cyclopropyl-4-(4-fluoropenyl)
  • 3-(broMoMethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline 3-(broMoMethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline
  • 2-CYCLOPROPYL-3-(BROMOMETHYL)-4-(4-FLUOROPHENYL)-QUINOLINE
  • 2-Cyclopropyl-4-(4-fluorophenyl)-quinolyl-3-MethylBroMide
  • -fluorophenyl)quinoline
  • Pitavastatin Impurity 68
  • Quinoline, 3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)-
  • 3-Hromomcthyy-2-cyclopropyl-4- 4-fluorophenylquinoline
  • 3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline? (Pitavastatin Impurity）
  • 154057-56-4
  • intermediate