Name: 1533-03-5|1-(3-(Trifluoromethyl)phenyl)propan-1-one|98%
Brand: Ambeed
SKU: A192273
Price: 5.0 USD
Availability: InStock
Rating: 93 (25 reviews)

1
[ 50-00-0 ]
[ 1533-03-5 ]
[ 25150-61-2 ]
2-Methyl-3-pyrrolidin-1-yl-1-(3-trifluoromethyl-phenyl)-propan-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
33%	With hydrogenchloride In isopropyl alcohol Heating;

Reference： [1]Shiozawa; Narita; Izumi; Kurashige; Sakitama; Ishikawa [European Journal of Medicinal Chemistry, 1995, vol. 30, # 1, p. 85 - 94]

2
[ 575433-48-6 ]
[ 1533-03-5 ]

Yield	Reaction Conditions	Operation in experiment
	With chromium(VI) oxide; sulfuric acid In acetone for 2h;
	With sodium dichromate; sulfuric acid In dimethyl sulfoxide
	With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; Trametes versicolor laccase In tert-butyl methyl ether at 30℃; for 16h; Enzymatic reaction;

Reference： [1]Shiozawa; Narita; Izumi; Kurashige; Sakitama; Ishikawa [European Journal of Medicinal Chemistry, 1995, vol. 30, # 1, p. 85 - 94]
[2]Chang, Lu; Kuang, Yulong; Qin, Bo; Zhou, Xin; Liu, Xiaohua; Lin, Lili; Feng, Xiaoming [Organic Letters, 2010, vol. 12, # 10, p. 2214 - 2217]
[3]Martínez-Montero, Lía; Gotor, Vicente; Gotor-Fernández, Vicente; Lavandera, Iván [Green Chemistry, 2017, vol. 19, # 2, p. 474 - 480]

3
[ 50-00-0 ]
[ 1533-03-5 ]
[ 506-59-2 ]
3-dimethylamino-2-methyl-1-(3-trifluoromethyl-phenyl)-propan-1-one; hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With hydrogenchloride In ethanol Heating;

Reference： [1]Du, Xiaohui; Guo, Chun; Hansell, Elizabeth; Doyle, Patricia S.; Caffrey, Conor R.; Holler, Tod P.; McKerrow, James H.; Cohen, Fred E. [Journal of Medicinal Chemistry, 2002, vol. 45, # 13, p. 2695 - 2707]

4
[ 1533-03-5 ]
[ 563-41-7 ]
[ 1533-22-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium acetate In ethanol; water at 20℃; for 1h;

Reference： [1]Du, Xiaohui; Guo, Chun; Hansell, Elizabeth; Doyle, Patricia S.; Caffrey, Conor R.; Holler, Tod P.; McKerrow, James H.; Cohen, Fred E. [Journal of Medicinal Chemistry, 2002, vol. 45, # 13, p. 2695 - 2707]

5
[ 1533-03-5 ]
[ 79-19-6 ]
3'-trifluoromethylpropiophenone thio semicarbazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With acetic acid In methanol Heating;

Reference： [1]Du, Xiaohui; Guo, Chun; Hansell, Elizabeth; Doyle, Patricia S.; Caffrey, Conor R.; Holler, Tod P.; McKerrow, James H.; Cohen, Fred E. [Journal of Medicinal Chemistry, 2002, vol. 45, # 13, p. 2695 - 2707]

6
[ 1533-03-5 ]
3-(3-Trifluoromethylphenyl)-4-methyl-2-pyrazoline-1-thiocarboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 40 percent / HCl / ethanol / Heating 2: 35 percent / aq. NaOH / methanol / 1 h / Heating

Reference： [1]Du, Xiaohui; Guo, Chun; Hansell, Elizabeth; Doyle, Patricia S.; Caffrey, Conor R.; Holler, Tod P.; McKerrow, James H.; Cohen, Fred E. [Journal of Medicinal Chemistry, 2002, vol. 45, # 13, p. 2695 - 2707]

7
[ 1533-03-5 ]
[ 72851-53-7 ]

Yield	Reaction Conditions	Operation in experiment
	With <i>N</i>,<i>N</i>-dimethyl-formamide dimethyl acetal In hexane	22 3-Dimethylamino-2-methyl-3'-(trifluoromethyl)acrylophenone EXAMPLE 22 3-Dimethylamino-2-methyl-3'-(trifluoromethyl)acrylophenone A mixture of 25 g. of m-trifluoromethylpropiophenone and 25 ml. of dimethylformamide dimethylacetal is refluxed overnight and then evaporated to an oil. The oil is dissolved in hexane and the solution is refrigerated giving crystals of the desired product, m.p. 53°-55° C. The perchlorate salt may be prepared by treatment of the above product with triethylorthoformate, perchloric acid and ether, m.p. 142°-145° C.

Reference： [1]Current Patent Assignee: PFIZER INC - US4178449, 1979, A

8
[ 98-16-8 ]
[ 1533-03-5 ]

Yield	Reaction Conditions	Operation in experiment
		3 Preparation of 3-(trifluoromethyl)propiophenone Example 3 Preparation of 3-(trifluoromethyl)propiophenone Example 1 is repeated, but propionaldoxime instead of acetaldoxime is used. Yield of 3-(trifluoromethyl)propiophenone is 72-77% (related to 3-(trifluoromethyl)aniline).

Reference： [1]Current Patent Assignee: BAYER AG - US6211413, 2001, B1

9
[ 1533-03-5 ]
[ 105-36-2 ]
[ 1040127-83-0 ]

Yield	Reaction Conditions	Operation in experiment
81.5%	Stage #1: 3-(trifluoromethyl)propiophenone; ethyl bromoacetate With zinc In diethyl ether; benzene for 3h; Heating; Stage #2: With sulfuric acid In diethyl ether; benzene Further stages.;

Reference： [1]Meza-Toledo, Sergio Enrique; Lira-Zarate, Fabiola; Robles-Martinez, Elsa Lizbeth; Peralta-Alvarez, Belen; Cabrera-Cedillo, Fabiola; Peralta-Cruz, Javier; Cruz-Peinado, Claudia; Minon-Lopez, Humberto [Arzneimittel-Forschung/Drug Research, 2008, vol. 58, # 4, p. 155 - 159]

10
[ 1533-03-5 ]
[ 124-41-4 ]
[ 95-92-1 ]
[ 1107660-11-6 ]

Yield	Reaction Conditions	Operation in experiment
	In methanol at 20℃; for 3h;	159.A A solution of 500 mg (2.47 mmol) of trifluoromethylpropiophenone and 0.335 mL (2.47 mmol) of diethyloxalate in 10 mL of MeOH was treated with 133 mg (2.47 mmol) of sodium methylate and stirred at room temperature for 3 hrs. The reaction was quenched by the addition of 10% aqueous KHSO4 and extracted with EtOAc (3×). The organic phases were washed with 10% aqueous KHSO4 and brine, dried over magnesium sulfate and evaporated to give crude 3-methyl-2,4-dioxo-4-(3-trifluoromethyl-phenyl)-butyric acid methyl ester.

Reference： [1]Current Patent Assignee: ROCHE HOLDING AG - US2009/29963, 2009, A1 Location in patent: Page/Page column 55

11
[ 1533-03-5 ]
[ 104-15-4 ]
[ 936632-17-6 ]
(S)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 3-chloro-benzenecarboperoxoic acid; (S)-1-ethyl-2-iodo-3-(1-methoxyethyl)benzene at 20℃; optical yield given as %ee; enantioselective reaction;
	With C₁₇H₁₅I; 3-chloro-benzenecarboperoxoic acid In ethyl acetate at 20℃; for 24h; enantioselective reaction;
47 % ee	With (4S,5S)-2-(5-chloro-2-iodo-3-methylphenyl)-4-methyl-5-phenyl-4,5-dihydrooxazole; 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetonitrile at 20℃; for 25h; Overall yield = 65 %; enantioselective reaction;

64 % ee	With (R)-2-(tert-butylsulfonyl)-6-chloro-2′-iodo-1,1′-biphenyl; 3-chloro-benzenecarboperoxoic acid In ethyl acetate at 20℃; for 72h; Inert atmosphere; Overall yield = 66%; Overall yield = 24.5 mg; enantioselective reaction;
77 % ee	With methyl N-(2-iodo-4,6-dimethylphenyl)-N-tosylalaninate; 3-chloro-benzenecarboperoxoic acid In dichloromethane; ethyl acetate at 20℃; for 72h; Overall yield = 95 percent; Overall yield = 95 mg; stereoselective reaction;
74 % ee	With methyl N-(2-iodo-4,6-dimethylphenyl)-N-tosylalaninate; 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetonitrile at 20℃; for 72h; Overall yield = 91 percent; Overall yield = 91 mg; stereoselective reaction;

Reference： [1]Location in patent: experimental part Altermann, Sabine M.; Richardson, Robert D.; Page, T. Keri; Schmidt, Ruth K.; Holland, Edward; Mohammed, Umal; Paradine, Shauna M.; French, Andrew N.; Richter, Christine; Bahar, A. Masih; Witulski, Bernhard; Wirth, Thomas [European Journal of Organic Chemistry, 2008, # 31, p. 5315 - 5328]
[2]Location in patent: scheme or table Yu, Jun; Cui, Jian; Hou, Xue-Sen; Liu, Shan-Shan; Gao, Wen-Chao; Jiang, Shan; Tian, Jun; Zhang, Chi [Tetrahedron Asymmetry, 2011, vol. 22, # 23, p. 2039 - 2055]
[3]Guilbault, Audrey-Anne; Basdevant, Benoit; Wanie, Vincent; Legault, Claude Y. [Journal of Organic Chemistry, 2012, vol. 77, # 24, p. 11283 - 11295]
[4]Levitre, Guillaume; Dumoulin, Audrey; Retailleau, Pascal; Panossian, Armen; Leroux, Frédéric R.; Masson, Géraldine [Journal of Organic Chemistry, 2017, vol. 82, # 22, p. 11877 - 11883]
[5]Alharbi, Haifa; Elsherbini, Mohamed; Qurban, Jihan; Wirth, Thomas [Chemistry - A European Journal, 2021, vol. 27, # 13, p. 4317 - 4321]
[6]Alharbi, Haifa; Elsherbini, Mohamed; Qurban, Jihan; Wirth, Thomas [Chemistry - A European Journal, 2021, vol. 27, # 13, p. 4317 - 4321]

12
[ 1533-03-5 ]
[ 59529-84-9 ]

Yield	Reaction Conditions	Operation in experiment
	With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;

Reference： [1]Chang, Lu; Kuang, Yulong; Qin, Bo; Zhou, Xin; Liu, Xiaohua; Lin, Lili; Feng, Xiaoming [Organic Letters, 2010, vol. 12, # 10, p. 2214 - 2217]

13
[ 1533-03-5 ]
[ 38786-68-4 ]

Yield	Reaction Conditions	Operation in experiment
89%	With bromine In diethyl ether at 20℃; for 1h;

Reference： [1]Cheng, Jiang-Tao; Dong, Xiao-Yang; Gu, Qiang-Shuai; Li, Zhong-Liang; Liu, Juan; Liu, Xin-Yuan; Luan, Cheng; Wang, Fu-Li; Wang, Li-Lei; Yang, Ning-Yuan; Zhang, Yu-Feng [Journal of the American Chemical Society, 2021, vol. 143, # 37, p. 15413 - 15419]

14
[ 1533-03-5 ]
[ 87-48-9 ]
[ 1586-30-7 ]

Yield	Reaction Conditions	Operation in experiment
99%	Stage #1: 3-(trifluoromethyl)propiophenone; 5-Bromo-1H-indole-2,3-dione With potassium hydroxide In ethanol; water at 85℃; for 3h; Stage #2: With hydrogenchloride In water at 0℃;	102 EXAMPLE 102; 3-{r4-(3,3-difluoro-1-pyrrolidinyl)-1-piperidinvnme(trifluoromethyl)phenyll-A/-r(1 R)-2,2,2-trifluoro-1-phenylethyll-4-quinoli6-bromo-3-methyl-2-r3-(trifluoromethyl)phenyll-4-quinolinecarboxylic acidPotassium hydroxide (29.8 g, 531 mmol) in water (49.2 mL) was added to an orange suspension of 5-bromoisatin (20 g, 88 mmol) in ethanol (172 mL). 1-[3-(Trifluoromethyl)phenyl]- 1-propanone (19.68 g, 97 mmol) was added and the mixture was heated to 85°C for 3 h. The solvent was removed under reduced pressure. The residue was diluted with water (400 mL) and stirred overnight. The aqueous mixture was cooled to 0°C and adjusted to pH ~3 with concentrated HCI. The solid was collected by filtration and dried in a vacuum oven at 70 °C for 3 days to afford 6-bromo-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (42 g, >99% yield). This material was used without further purification. MS (m/z) 411.8 (M+H+).
93%	Stage #1: 3-(trifluoromethyl)propiophenone; 5-Bromo-1H-indole-2,3-dione With potassium hydroxide In ethanol; water for 1h; Reflux; Stage #2: With hydrogenchloride In ethanol; water	107 EXAMPLE 1073-(1 ,4'-bipiperidin-1 '-ylmethyl)-6-(^^(trifluoromethyl)phenyll-4-quinolinecarboxamide6-bromo-3-methyl-2-r3-(trifluoromethyl)phenyll-4-quinolinecarboxylic acidTo a suspension of 5-bromoisatin (66 g, 263 mmol) in ethanol (400 mL) was added a solution of potassium hydroxide (88 g, 1577 mmol) in water (160 mL) slowly. 1-[3- (trifluoromethyl)phenyl]-1 -propanone (53.1 g, 263 mmol) was added and the mixture was heated to reflux for 1 h. The mixture was cooled to room temperature, further cooled in an ice bath, and acidified with concentrated HCI to pH 3. The resulting precipitate was filtered, washed with H20, and air dried. The solid was suspended in 1 L of 1 : 1 EtOH/H20, sonicated, filtered, washed with EtOH, and dried under vacuum to afford 6-bromo-3-methyl-2-[3- (trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (106.8 g, 93% yield). MS (m/z) 410.0 (M+H+).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2011/119701, 2011, A1 Location in patent: Page/Page column 113
[2]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2011/119704, 2011, A1 Location in patent: Page/Page column 50

15
[ 443-69-6 ]
[ 1533-03-5 ]
[ 1335116-93-2 ]

Yield	Reaction Conditions	Operation in experiment
99%	Stage #1: 5-fluoro-1H-indole-2,3-dione; 3-(trifluoromethyl)propiophenone With potassium hydroxide In ethanol; water for 1h; Reflux; Stage #2: With hydrogenchloride In water	50 EXAMPLE 50; 6-(methylsulfonv0-3-{r4-(4-morp^(trifluoromethyl)phenyll-4-quinolinecarboxamide6-fluoro-3-methyl-2-r3-(trifluoromethyl)phenyll-4-quinolinecarboxylic acidPotassium hydroxide (20.39 g, 363 mmol) in water (40 ml.) was added to a suspension of 5-fluoro-1 H-indole-2,3-dione (10.0 g, 60.6 mmol) in ethanol (100 ml.) slowly. 1-[3- (Trifluoromethyl)phenyl]-1-propanone (12.24 g, 60.6 mmol) was added, and the mixture was heated to reflux for 1 h. The solvent was removed under reduced pressure, the residue was dissolved in water, and the mixture was washed with ether (3 times). The aqueous mixture was chilled and adjusted to pH~3 with concentrated HCI. The solid was collected by filtration, washed with water, and air dried to afford 6-fluoro-3-methyl-2-[3-(trifluoromethyl)phenyl]-4- quinolinecarboxylic acid (21.2 g, >99% yield). MS (m/z) 350.1 (M+H+).
34%	Stage #1: 5-fluoro-1H-indole-2,3-dione With potassium hydroxide In ethanol; water for 0.25h; Stage #2: 3-(trifluoromethyl)propiophenone In ethanol; water for 1h; Reflux; Stage #3: With hydrogenchloride In water	38 EXAMPLE 386-fluoro-3-[4-(4-morpholinyl)-1 -piperid^(trifluorometh l)phenyll-4-quinolinecarboxamide6-fluoro-3-methyl-2-r3-(trifluoromethyl)phenyll-4-quinolinecarboxylic acidTo a solution 5-fluoro isatin (1 .0 g, 6.06 mmol) in ethanol (15 mL) was added a solution of potassium hydroxide (2.039 g, 36.3 mmol) in water (5 mL) slowly over 15 min. 1- [3-(Trifluoromethyl)phenyl]-1-propanone (1.224 g, 6.06 mmol) was added in one portion and the mixture was heated to reflux for 1 h. The reaction mixture was concentrated in vacuo to afford a dark reddish solid that was partitioned between water and ether. The aqueous phase (about 100 mL) was chilled in an ice bath and acidified with concentrated HCI to pH 6. The mixture was filtered and the filter cake was dried to afford 6-fluoro-3-methyl-2-[3- (trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (1.2 g, 34% yield) as a light yellow solid. MS (m/z) 351 .0 (M+H+).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2011/119701, 2011, A1 Location in patent: Page/Page column 96
[2]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2011/119704, 2011, A1 Location in patent: Page/Page column 98

16
[ 1533-03-5 ]
[ 1335117-04-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium hydroxide / ethanol; water / 1 h / Reflux 1.2: pH ~ 3 2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 °C 2.2: 0 - 20 °C

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2011/119701, 2011, A1

17
[ 1533-03-5 ]
[ 1335117-05-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: potassium hydroxide / ethanol; water / 3 h / 85 °C 1.2: 0 °C / pH ~ 3 2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 °C 2.2: 0 - 20 °C 3.1: copper(l) iodide / dimethyl sulfoxide / 50 - 120 °C / Inert atmosphere 4.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 100 °C 5.1: acetonitrile / 3 h
	Multi-step reaction with 5 steps 1.1: potassium hydroxide / ethanol; water / 3 h / 85 °C 1.2: 0 °C / pH ~ 3 2.1: copper(l) iodide / dimethyl sulfoxide / 40 h / 120 °C / Inert atmosphere 3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h 3.2: 20 °C 4.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 100 °C 5.1: acetonitrile / 3 h
	Multi-step reaction with 6 steps 1.1: potassium hydroxide / ethanol; water / 1 h / Reflux 1.2: pH ~ 3 2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 °C 2.2: 0 - 20 °C 3.1: dimethyl sulfoxide / 100 °C 3.2: 0.33 h / 20 °C 3.3: 2 h 4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane 5.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 100 °C 6.1: acetonitrile / 3 h