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Home > Encyclopedia > 5-[(1R)-2-Bromo-1-hydroxyethyl]-8-(phenylmethoxy)-2(1H)-quinolinone

5-[(1R)-2-Bromo-1-hydroxyethyl]-8-(phenylmethoxy)-2(1H)-quinolinone

5-[(1R)-2-Bromo-1-hydroxyethyl]-8-(phenylmethoxy)-2(1H)-quinolinone structure

5-[(1R)-2-Bromo-1-hydroxyethyl]-8-(phenylmethoxy)-2(1H)-quinolinone 

structure
  • CAS No:

    530084-79-8

  • Formula:

    C18H16BrNO3

  • Chemical Name:

    5-[(1R)-2-Bromo-1-hydroxyethyl]-8-(phenylmethoxy)-2(1H)-quinolinone

  • Synonyms:

    2(1H)-Quinolinone,5-[(1R)-2-bromo-1-hydroxyethyl]-8-(phenylmethoxy)-;5-[(1R)-2-Bromo-1-hydroxyethyl]-8-(phenylmethoxy)-2(1H)-quinolinone;8-(Benzyloxy)-5-((1R)-2-bromo-1-hydroxyethyl)quinolin-2(1H)-one;8-Benzyloxy-5-((R)-2-bromo-1-hydroxyethyl)-1H-quinolin-2-one;5-(2-Bromo-(R)-1-hydroxyethyl)-8-benzyloxy-2(1H)-quinolinone;(R)-8-Benzyloxy-5-(2-bromo-1-hydroxyethyl)carbostyril;(R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one;(R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one;2(1H)-Quinolinone 5-[(1R)-2-bromo-1-hydroxyethyl]-8-(phenylmethoxy)-;(R)-8-(benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

Description

Light Brown Solid

5-[(1R)-2-Bromo-1-hydroxyethyl]-8-(phenylmethoxy)-2(1H)-quinolinone Basic Attributes

374.22854

374.23

610-932-5

DTXSID70468138

2933790090

Characteristics

58.6

2.7

1.5±0.1 g/cm3

595.8°C at 760 mmHg

314.1±30.1 °C

1.649

Safety Information

P280, P305+P351+P338, P310

H318

|Danger|H317 (50%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P273, P280, P302+P352, P305+P351+P338, P310, P321, P333+P313, P363, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

5-[(1R)-2-Bromo-1-hydroxyethyl]-8-(phenylmethoxy)-2(1H)-quinolinone Use and Manufacturing

Methods of Manufacturing

To a mixture of tetrahydroffiran (1400 ml) and Bromo compound (100 g), R-methyl CBS (7.5 g) was slowly added at 25-30° C. under nitrogen atmosphere and cooled to 0-5° C., followed by the addition of Boron Dimethyl Sulfide complex (24.3 g) at 0-10° C. The reaction mass was stirred for 1-2 hr at 0-10° C. The progress of the reaction was monitored by HPLC. After the completionthe reaction, methanol (100 ml) was slowly added to the reaction mass for 30 minutes and stirred for 15 minutes0-10° C. The contents were distilled under vacuum attemperature of 40-45° C. and cooled to 25-30° C. The cooled reaction mixture was slowly added to hydrochloric acid solution at 25-30° C. and stirred for 1-2 hours at the same temperature. The resulted solid was filtered, washed with water (300 ml) and dried at 65-70° C. for 8 hours. percent Yield:95percent

Uses

Used in the preparation of phenylethanolamine derivatives as β2 adrenoreceptor agonists.

Computed Properties

Molecular Weight:374.2
XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:373.03136
Monoisotopic Mass:373.03136
Topological Polar Surface Area:58.6
Heavy Atom Count:23
Complexity:436
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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