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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List (S)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2,2-difluoro-ethylcarbamoyl)-methyl]-amide
1414642-93-5

(S)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2,2-difluoro-ethylcarbamoyl)-methyl]-amide synthesis

13synthesis methods
4H-Cyclopenta[c]thiophene-1-carboxamide, 3-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[2-[(2,2-difluoroethyl)amino]-2-oxoethyl]-5,6-dihydro-

1414642-56-0
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(S)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2,2-difluoro-ethylcarbamoyl)-methyl]-amide

1414642-93-5
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-

Yield:1414642-93-5 93%

Reaction Conditions:

with Chiralcel AD-H column in ethanol;carbon dioxide;Purification / work up;Resolution of racemate;

Steps:

245

Example 245(5)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro- isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-l-carboxylic acid[(2,2-difluoro-ethylcarbamoyl)-methyl]-amide3 g of 3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro- isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-l-carboxylic acid[(2,2-difluoro-ethylcarbamoyl)-methyl]-amide is separated by SFC separation to give desired product (1.4 g, 93 %).1H NMR (CDC13, 400 MHz): δ 7.56 (d, J=6.0, 2 H), 6.64 (brs, 1 H), 6.40 (brs, 1 H), 6.03-5.73 (m, 1 H), 4.15 (d, J=5.2, 2 H), 4.01 (d, J=17.2, 1 H), 3.74-3.65 (m, 1 H), 3.62 (d, J=17.2, 1 H), 2.97 (t, J=7.6, 2 H), 2. 89 (t, J=7.6, 2 H), 2.56 (m, 2 H). SFC conditions are as follows:Instrument: Thar 350Column: AD 250mm*50mm, lOumMobile phase: A: Supercritical C02, B: EtOH, A:B =60:40 at 240ml/minColumn Temp: 38 °CNozzle Pressure: lOOBarNozzle Temp: 60 °CEvaporator Temp: 20 °CTrimmer Temp: 25 °CWavelength: 220nm

References:

WO2012/155676,2012,A1 Location in patent:Page/Page column 78-79

Cyclopentanone

120-92-3
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$11.00/25g

(S)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2,2-difluoro-ethylcarbamoyl)-methyl]-amide

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1-Pyrrolidino-1-cyclopentene

7148-07-4
96 suppliers
$57.79/10g

(S)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2,2-difluoro-ethylcarbamoyl)-methyl]-amide

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cyclooctane-1,2-dione

3008-40-0
29 suppliers
$315.00/100mg

(S)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2,2-difluoro-ethylcarbamoyl)-methyl]-amide

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References
Acetic acid, 2-[(2-oxopropyl)thio]-, Methyl ester

61363-62-0
6 suppliers
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(S)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2,2-difluoro-ethylcarbamoyl)-methyl]-amide

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References