ChemicalBook > CAS DataBase List > N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide

N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide

Product Name: N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide
CAS No.: 1005450-55-4
Chemical Name: N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide
Synonyms: C22H2oF3NO;Cinacalcet-11;Cinacalcet Impurity 117;-N-(1-(Naphthalen-1-yl);Cinacalcet Impurity 31/Cinacalcet amide Impurity);N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)pheny...;N-[1-(R)-(1-Naphthyl)ethyl]-3-[3-trifluoroMethylphenyl]propanaMide;(R)-N-(1-(phthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propamide;N-[(1R)-1-(1-Naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]propanamide;N-[1-(R)-(1-Naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]-1-propanamide
CBNumber: CB82602392
Molecular Formula: C22H20F3NO
Formula Weight: 371.4
MOL File: 1005450-55-4.mol

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N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide Property

Melting point:: 90-92℃ (cyclohexane )
Boiling point:: 530.5±50.0 °C(Predicted)
Density: 1.210±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 15.18±0.46(Predicted)
color: Off-White to Light Brown
Stability:: Hygroscopic
InChI: InChI=1S/C22H20F3NO/c1-15(19-11-5-8-17-7-2-3-10-20(17)19)26-21(27)13-12-16-6-4-9-18(14-16)22(23,24)25/h2-11,14-15H,12-13H2,1H3,(H,26,27)/t15-/m1/s1
InChIKey: GDEHAOJGPHEOSO-OAHLLOKOSA-N
SMILES: C1(CCC(N[C@@H](C2=C3C(C=CC=C3)=CC=C2)C)=O)=CC=CC(C(F)(F)F)=C1

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific

Product number: 0226AA
Product name: (R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide
Packaging: 250mg
Price: $72
Updated: 2021/12/16

AK Scientific

Product number: 0226AA
Product name: (R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide
Packaging: 5g
Price: $132
Updated: 2021/12/16

Matrix Scientific

Product number: 097941
Product name: (R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide
Purity: 95+%
Packaging: 250mg
Price: $319
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0033047
Product name: (R)-N-(1-(NAPHTHALEN-1-YL)ETHYL)-3-(3-(TRIFLUOROMETHYL)PHENYL)PROPANAMIDE
Purity: 95.00%
Packaging: 1G
Price: $468.3
Updated: 2021/12/16

Matrix Scientific

Product number: 097941
Product name: (R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide
Purity: 95+%
Packaging: 1g
Price: $706
Updated: 2021/12/16

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N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide Chemical Properties,Usage,Production

Uses

N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide is a pharmaceutical intermediate ingredient used in the preparation of cinacalcet and its salts. Cinacalcet is used for the management and treatment of secondary hyperparathyroidism (in the dialysis population), primary hyperparathyroidism (where the patient may not be a candidate for surgical treatment), and for the treatment of end-stage renal disease or the prevention of calcification in dialysis patients.

Synthesis

1095393-66-0

1005450-55-4

In another synthetic scheme, the reduction of the double bond and amide carbonyl group of (E)-N-((R)-1-naphthalen-1-yl-ethyl)-3-(3-trifluoromethylphenyl)acrylamide is carried out in a stepwise manner. Optionally, either the carbonyl or the olefinic double bond is reduced first. In the case of the reduction of the olefinic double bond, the reaction is realized by hydrogenation in the presence of a metal catalyst. This was done as follows: (E)-N-((R)-1-naphthalen-1-yl-ethyl)-3-(3-trifluoromethylphenyl)acrylamide (1.0 equiv; 0.67 mmol; 250 mg) was suspended with 10 wt% Pd/C (25 mg) in a solvent mixture of methanol and toluene (7 mL/1 mL). The reaction flask was evacuated and backfilled with a hydrogen balloon (repeated three times). The reaction mixture was stirred at room temperature and the progress of the reaction was monitored by high performance liquid chromatography (HPLC).After 90 min, the reaction mixture was filtered through a bed of diatomaceous earth and the solvent in the filtrate was removed under vacuum. The resulting solid was dried in a vacuum oven at 45 °C overnight. The isolated yield was 91.2% (229 mg). The structure of the product was confirmed by 1H NMR and mass spectrometry.1H NMR (400 MHz, CDCl3) δ ppm: 1.6 (d, 3H), 2.39-2.53 (m, 2H), 2.96-3.13 (m, 2H), 5.55 (br.s, 1H), 5.87-5.96 (m, 1H), 7.29-7.38 (m, 2H), 7.39-7.46 (m, 2H), 7.29-7.38 (m, 2H), 7.39-7.38 (m, 2H). 7.39-7.46 (m, 4H), 7.46-7.55 (m, 2H), 7.76-7.82 (m, 1H), 7.83-7.89 (m, 1H), 8.00-8.07 (m, 1H). High Resolution Mass Spectrometry (HRMS) (M+1): 372.1.

References

[1] Patent: WO2009/2427, 2008, A2. Location in patent: Page/Page column 39
[2] Patent: WO2008/58235, 2008, A2. Location in patent: Page/Page column 34
[3] Patent: EP1990333, 2008, A1. Location in patent: Page/Page column 12

N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: (R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide 1005450-55-4
Price: US $1.10-9.90/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 100kg
Release date: 2025-08-18

Career Henan Chemical Co

Product: N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide 1005450-55-4
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100kg
Release date: 2018-08-13

1005450-55-4, N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMideRelated Search:

(αR)-α-Methyl-N-[3-[3-(trifluoroMethyl)phenyl)propyl]-1-napthaleneMethanaMine-N-oxide (R)-1-(5,6-dihydronaphthalen-1-yl)ethan-1-amine 3-(3-Trifluoromethylphenyl)propionic acid Cinacalcet hydrochloride 1'-Acetonaphthone Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester 3-(3-METHYLPHENYL)PROPIONIC ACID N-(1-(5,6,7,8-tetrahydronaphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide 3-[o-(alpha,alpha,alpha-trifluorotolyl)]propionic acid 1-NaphthaleneMethanaMine, 5,6,7,8-tetrahydro-α-Methyl-, (αR)- 1-NaphthaleneMethanaMine, α-Methyl-N-[[3-(trifluoroMethyl)phenyl]Methyl]-, (αR)- (R)-1-(Naphthalen-2-yl)ethanamine hydrochloride (R)-N-(1-(naphthalen-1-yl)ethyl)-3-(M-tolyl)propan-1-aMine Cinacalcet 7,8-Dihydro Racemate HCl Cinacalcet Impurity B 4-(TRIFLUOROMETHYL)HYDROCINNAMIC ACID Cinacalcet Impurity D 3-(3'-TRIFLUOROMETHYL PHENYL) PROPANOL

lN-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide

N-[1-(R)-(1-Naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]-1-propanamide

-N-(1-(Naphthalen-1-yl)

N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide

(R)-N-(1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide

N-[1-(R)-(1-Naphthyl)ethyl]-3-[3-trifluoroMethylphenyl]propanaMide

N-《R)-I-(naphthalen-I-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide

Cinacalcet-11

(R)-N-(1-(phthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propamide

Benzenepropanamide, N-[(1R)-1-(1-naphthalenyl)ethyl]-3-(trifluoromethyl)-

Cinacalcet Impurity 117

Cinacalcet Impurity 31/Cinacalcet amide Impurity)

N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)pheny...

N-[(1R)-1-(1-Naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]propanamide

C22H2oF3NO

1005450-55-4