ChemicalBook > CAS DataBase List > (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide

(S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide

Product Name: (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide
CAS No.: 154590-66-6
Chemical Name: (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide
Synonyms: (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide;N-[[(S)-3-[3-Fluoro-4-(piperazin-1-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]acetamide;N-[[(5S)-3-[3-Fluoro-4-(1-piperazinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide;Acetamide,N-[[(5S)-3-[3-fluoro-4-(1-piperazinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]-;(S)-N-((3-(3-Fluoro-4-(piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide - [F92132]
CBNumber: CB52561393
Molecular Formula: C16H21FN4O3
Formula Weight: 336.36
MOL File: 154590-66-6.mol

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(S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide Property

Boiling point:: 587.3±50.0 °C(Predicted)
Density: 1.273±0.06 g/cm3(Predicted)
storage temp.: Storage temp. 2-8°C
pka: 15.53±0.46(Predicted)
Appearance: Off-white to light yellow Solid
InChI: InChI=1S/C16H21FN4O3/c1-11(22)19-9-13-10-21(16(23)24-13)12-2-3-15(14(17)8-12)20-6-4-18-5-7-20/h2-3,8,13,18H,4-7,9-10H2,1H3,(H,19,22)/t13-/m0/s1
InChIKey: DSRPYQXHWUDRBP-ZDUSSCGKSA-N
SMILES: C(NC[C@@H]1OC(=O)N(C2=CC=C(N3CCNCC3)C(F)=C2)C1)(=O)C

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

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.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation

Product number: CCH0039766
Product name: (S)-N-((3-(3-FLUORO-4-(PIPERAZIN-1-YL)PHENYL)-2-OXOOXAZOLIDIN-5-YL)METHYL)ACETAMIDE
Purity: 95.00%
Packaging: 5MG
Price: $500.3
Updated: 2021/12/16

Ambeed

Product number: A139057
Product name: (S)-N-((3-(3-Fluoro-4-(piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
Purity: 95%
Packaging: 5g
Price: $1200
Updated: 2021/12/16

Ambeed

Product number: A139057
Product name: (S)-N-((3-(3-Fluoro-4-(piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
Purity: 95%
Packaging: 100mg
Price: $93
Updated: 2021/12/16

Ambeed

Product number: A139057
Product name: (S)-N-((3-(3-Fluoro-4-(piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
Purity: 95%
Packaging: 250mg
Price: $139
Updated: 2021/12/16

Ambeed

Product number: A139057
Product name: (S)-N-((3-(3-Fluoro-4-(piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
Purity: 95%
Packaging: 1g
Price: $349
Updated: 2021/12/16

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(S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide Chemical Properties,Usage,Production

Synthesis

174649-06-0

154590-66-6

The general procedure for the synthesis of (S)-N-((3-(3-(3-fluoro-4-piperazin-1-ylphenyl)-2-oxoxazolidin-5-yl)methyl)-acetamide from the compound (CAS:174649-06-0) is as follows: 0.4 g (0.85 mmol) of Compound 15 and 0.06 g of 10% palladium/carbon catalyst were suspended in a mixture of 19 mL of methanol and 6 mL of dichloromethane in a mixed solvent and the reaction was stirred under hydrogen atmosphere for 48 hours. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad to remove the catalyst. The filter cake was washed with 50 mL of dichloromethane followed by 25 mL of ethyl acetate. The filtrates were combined and concentrated to give an off-white solid product. The solid product was ground with 50 mL of 10% methanol-ethyl acetate solvent mixture in a warm water bath for 30 minutes and subsequently cooled to 0°C to promote crystallization. Crystals were collected by filtration to give compound 16 as a white solid. The yield was 91%; melting point was 198-200 °C; IR (KBr) υmax: 3436 and 3329 (NH), 1741 (C=O) and 1644 (CONH) cm-1; 1H NMR (DMSO-d6) δ: 9.03 (br s, 2H, NH2+), 8.26 (t, 1H, J=6 Hz, CONH), 7.50 (dd, 1H, J=15 and 2.5 Hz, H2fluorobenzene), 7.19 (dd, 1H, J=9 and 2.5 Hz, H6fluorobenzene), 7.12 (t, 1H, J=9 Hz, H5fluorobenzene), 4.71-4.68 (m, 1H, H5oxazolidinone), 4.07 (t, 1H, J=9 Hz, CH2NH), 3.69 (dd, 1H. J=9 and 6 Hz, CH2NH), 3.39 (t, 2H, J=6 Hz, H4 oxazolidinone), 3.22-3.21 (m, 4H, piperazine), 3.17-3.16 (m, 4H, piperazine), 1.81 (s, 3H, CH3CO); MS: m/z 337 (45, M+), 295 (100), 250 (53) 191 (32), 57 (32); Calculated values for elemental analysis (C17H24ClFN4O3): C, 52.78; H, 6.25; Cl, 9.16; F, 4.91; N, 14.48. Measured values: C, 52.94; H, 6.10; Cl, 9.24; F, 4.73; N, 14.60.

References

[1] Tetrahedron Letters, 2006, vol. 47, # 38, p. 6799 - 6802
[2] European Journal of Medicinal Chemistry, 2011, vol. 46, # 1, p. 65 - 70
[3] European Journal of Medicinal Chemistry, 2011, vol. 46, # 3, p. 893 - 900
[4] Patent: WO2011/37731, 2011, A1. Location in patent: Page/Page column 118-119
[5] Tetrahedron Letters, 1996, vol. 37, # 44, p. 7937 - 7940

(S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide Preparation Products And Raw materials

Raw materials

Preparation Products

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154590-66-6, (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMideRelated Search:

(S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide

Acetamide,N-[[(5S)-3-[3-fluoro-4-(1-piperazinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]-

N-[[(5S)-3-[3-Fluoro-4-(1-piperazinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

N-[[(S)-3-[3-Fluoro-4-(piperazin-1-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]acetamide

(S)-N-((3-(3-Fluoro-4-(piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide - [F92132]

154590-66-6