ChemicalBook > CAS DataBase List > 8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone

8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone

Product Name
8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone
CAS No.
530084-79-8
Chemical Name
8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone
Synonyms
quinolin-2(1H);EOS-62123;8-(Benzylox;-8-(Benzyloxy);-5-(2-bromo-1-hydroxyethyl);(R)-8-Benzyloxy-5-(2-broMo-1-hydroxyethyl)carbostyril;8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone;8-Benzyloxy-5((R)-2-broMo-1-hydroxyethyl)-2-(1H)-quinoline;8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolin-2-one;5-(2-BroMo-(R)-1-hydroxyethyl)-8-benzyloxy-2(1H)-quinolinone
CBNumber
CB82543529
Molecular Formula
C18H16BrNO3
Formula Weight
374.23
MOL File
530084-79-8.mol
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8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone Property

Melting point:
>153oC (dec.)
Boiling point:
595.8±50.0 °C(Predicted)
Density 
1.490±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Ethyl Acetate (Slightly)
form 
Solid
pka
10.78±0.70(Predicted)
color 
Light Beige
InChI
InChI=1S/C18H16BrNO3/c19-10-15(21)13-6-8-16(18-14(13)7-9-17(22)20-18)23-11-12-4-2-1-3-5-12/h1-9,15,21H,10-11H2,(H,20,22)/t15-/m0/s1
InChIKey
GNFMSZCSSUZAGV-HNNXBMFYSA-N
SMILES
N1C2=C(C([C@@H](O)CBr)=CC=C2OCC2=CC=CC=C2)C=CC1=O
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

TRC
Product number
B286110
Product name
8-Benzyloxy-5-((R)-2-bromo-1-hydroxyethyl)-1H-quinolinone
Packaging
2.5mg
Price
$140
Updated
2021/12/16
AK Scientific
Product number
7504AB
Product name
(R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one
Packaging
100mg
Price
$91
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB18469
Product name
8-Benzyloxy-5-((R)-2-bromo-1-hydroxyethyl)-1H-quinolinone
Packaging
1mg
Price
$139.9
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB18469
Product name
8-Benzyloxy-5-((R)-2-bromo-1-hydroxyethyl)-1H-quinolinone
Packaging
2mg
Price
$254.4
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB18469
Product name
8-Benzyloxy-5-((R)-2-bromo-1-hydroxyethyl)-1H-quinolinone
Packaging
5mg
Price
$462.5
Updated
2021/12/16
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8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone Chemical Properties,Usage,Production

Chemical Properties

Light Brown Solid

Uses

8-Benzyloxy-5-((R)-2-bromo-1-hydroxyethyl)-1H-quinolinone is used in the preparation of phenylethanolamine derivatives as β2 adrenoreceptor agonists.

Synthesis

100331-89-3

530084-79-8

General procedure for the synthesis of 8-benzyloxy-5-((R)-2-bromo-1-hydroxyethyl)-1H-quinolin-2-one from 1-(8-(benzyloxy)-2-hydroxyquinolin-5-yl)-2-bromoacetophenone: Under nitrogen protection, the tetrahydrofuran (1400 mL) and 1-(8-(benzyloxy)-2-hydroxyquinolin-5-yl)-2-bromoacetophenone (100 g) were The mixture was cooled to 0-5°C. Subsequently, R-methyl CBS (7.5 g) was slowly added and boron dimethyl sulfide complex (24.3 g) was added at 0-10°C. The reaction was carried out at 0-10°C. The reaction was carried out at 0-10°C. The reaction mixture was stirred at 0-10°C for 1-2 h. The reaction progress was monitored by HPLC. Upon completion of the reaction, methanol (100 mL) was slowly added and stirring was continued at 0-10°C for 15 min. Subsequently, the reaction mixture was distilled under vacuum at 40-45°C and then cooled to 25-30°C. The cooled reaction mixture was slowly added to hydrochloric acid solution and stirred for 1-2 h at 25-30°C. The reaction mixture was then purified by HPLC. The resulting solid was filtered, washed with water (300 mL) and dried at 65-70°C for 8 hours. The product yield was 95%.

References

[1] Patent: US2016/326118, 2016, A1. Location in patent: Paragraph 0067; 0068
[2] Patent: US2004/224982, 2004, A1. Location in patent: Page 3; 10
[3] Patent: US2004/242622, 2004, A1. Location in patent: Page 30
[4] Patent: US2004/167167, 2004, A1. Location in patent: Page/Page column 34
[5] Patent: US2006/35933, 2006, A1. Location in patent: Page/Page column 25

8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone Preparation Products And Raw materials

Raw materials

Preparation Products

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8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone Suppliers

Canada 1 China 152 India 1 United Kingdom 1 United States 9 Global 164
Cato Research Chemicals Inc.
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View Lastest Price from 8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone 530084-79-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-30
Zhuozhou Wenxi import and Export Co., Ltd
Product
(R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one 530084-79-8
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
Zhuozhou Wenxi import and Export Co., Ltd
Product
(R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one 530084-79-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

530084-79-8, 8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinoneRelated Search:

1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aR,7aR)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine BENZYLOXYACETALDEHYDE Indacaterol Impurity 7 Procaterolhydrochloridehemidrate Indacaterol Impurity 22 Indacaterol Impurity 13 (Mixture of Diastereomers) Indacaterol interMediate 2(1H)-Quinolinone, 5-[(1S)-2-[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]-8-(phenylmethoxy)- 2(1H)-Quinolinone, 5,5'-[[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)imino]bis(1-hydroxy-2,1-ethanediyl)]bis[8-(phenylmethoxy)- Indacaterol Impurity 12 8-HYDROXY-QUINOLINE-5-CARBALDEHYDE Indacaterol Impurity 34 5-Acetyl-8-(phenylmethoxy)-2-quinolinone 2-Aminoindan hydrochloride 5-ACETYL-8-HYDROXY-1H-QUINOLIN-2-ONE 2(1H)-Quinolinone, 8-hydroxy-5-[(1R,2R)-1-hydroxy-2-[(1-methylethyl)amino]butyl]-, rel- 5-(2R)-2-Oxiranyl-8-benzyloxy-2(1H)-quinolinone

  • 8-benzyloxy-5((R)-2-broMo-1-hydroxyethyl)-2-(1H-)-quinolinone
  • (R)-8-Benzyloxy-5-(2-broMo-1-hydroxyethyl)carbostyril
  • 5-(2-BroMo-(R)-1-hydroxyethyl)-8-benzyloxy-2(1H)-quinolinone
  • 5-[(1R)-2-BroMo-1-hydroxyethyl]-8-(phenylMethoxy)-2(1H)-quinolinone
  • 8-(Benzylox
  • (R)-8-(Benzyloxy)-5-(2-broMo-1-hydroxyethyl)quinolin-2(1H)-one
  • 8-Benzyloxy-5((R)-2-broMo-1-hydroxyethyl)-2-(1H)-quinoline
  • 8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolin-2-one
  • 8-(Benzyloxy)-5-((1R)-2-bromo-1-hydroxyethyl)quinolin-2(1H)-one
  • 8-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]-1,2-dihydroquinolin-2-one
  • -5-(2-bromo-1-hydroxyethyl)
  • -8-(Benzyloxy)
  • quinolin-2(1H)
  • 8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone
  • EOS-62123
  • 2(1H)-Quinolinone, 5-[(1R)-2-bromo-1-hydroxyethyl]-8-(phenylmethoxy)-
  • 8-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]quinolin-2(1H)-...
  • 8-benzyloxy-5- ((R) -2-bromo-1-hydroxyethyl) -1H-quinoline-2-one
  • 8-Benzyloxyl-5-((R)-2-bromo-1-hydroxyethyl)-1H-quinolin-2-one
  • (R)-8-(Benzyloxyl)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one
  • 530084-79-8
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  • Heterocycles
  • Intermediates & Fine Chemicals
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