90357-53-2 (N-(4-氰基-3-三氟甲基苯基)甲基丙烯酰胺,N-4-Cyano-3-(trifluoromethyl)phenyl-2-methylacrylamide)

_99%

反应条件：

1.1 Solvents: Dimethylacetamide ; 5 - 10 °C; 4 h, 10 °C → rt; rt → 20 °C
1.2 Reagents: Water ; < 20 °C

参考文献：

Improved synthesis of N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyl-2-oxranecarboxamide

Chai, Hong-wei; Xi, Zhen-hao; Jin, Jian; Zhang, Feng; Wang, Wei; et al, Jingxi Huagong Zhongjianti, 2014, 44(5), 43-45

合成路线：1 步

194853-86-6

79-39-0

_97%

反应条件：

1.1 Solvents: Dimethylformamide ; rt; rt → -20 °C
1.2 Reagents: Sodium hydride ; < 70 °C; 70 °C → rt; 4 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Hexane , Water ; overnight, rt

参考文献：

Nucleophilic Aromatic Substitution of Methacrylamide Anion and its Application to the Synthesis of the Anticancer Drug Bicalutamide

Chen, Bang-Chi; Zhao, Rulin; Gove, Stacey; Wang, Bei; Sundeen, Joseph E.; et al, Journal of Organic Chemistry, 2003, 68(26), 10181-10182

合成路线：1 步

_95%

反应条件：

1.1 Solvents: Dimethylacetamide ; 10 min, rt; 3 h, rt

参考文献：

A new series of bicalutamide, enzalutamide and enobosarm derivatives carrying pentafluorosulfanyl (SF5) and pentafluoroethyl (C2F5) substituents: Improved antiproliferative agents against prostate cancer

Pertusati, Fabrizio ; Ferla, Salvatore ; Bassetto, Marcella ; Brancale, Andrea ; Khandil, Sahar; et al, European Journal of Medicinal Chemistry, 2019, 180, 1-14

合成路线：1 步

_95%

反应条件：

1.1 Solvents: Dimethylacetamide ; 10 min, rt; 3 h, rt

参考文献：

Rational design and synthesis of novel anti-prostate cancer agents bearing a 3,5-bis-trifluoromethylphenyl moiety

Ferla, Salvatore; Bassetto, Marcella ; Pertusati, Fabrizio; Kandil, Sahar; Westwell, Andrew D.; et al, Bioorganic & Medicinal Chemistry Letters, 2016, 26(15), 3636-3640

合成路线：1 步

_95%

反应条件：

1.1 Solvents: Dimethylacetamide ; 3 h, rt

参考文献：

Design and synthesis of novel bicalutamide and enzalutamide derivatives as antiproliferative agents for the treatment of prostate cancer

Bassetto, Marcella; Ferla, Salvatore ; Pertusati, Fabrizio; Kandil, Sahar; Westwell, Andrew D.; et al, European Journal of Medicinal Chemistry, 2016, 118, 230-243

合成路线：1 步

_92%

反应条件：

1.1 Solvents: Dimethylacetamide ; 10 min, rt; 24 h, rt

参考文献：

Synthesis, biological evaluation and X-ray analysis of bicalutamide sulfoxide analogs for the potential treatment of prostate cancer

Kandil, Sahar B.; Kariuki, Benson M. ; McGuigan, Christopher; Westwell, Andrew D., Bioorganic & Medicinal Chemistry Letters, 2021, 36,

合成路线：1 步

_92%

反应条件：

1.1 Solvents: Dimethylacetamide ; 10 min, rt; 24 h, rt

参考文献：

Discovery of deshydroxy bicalutamide derivatives as androgen receptor antagonists

Kandil, Sahar ; Lee, Kok Yung; Davies, Laurie; Rizzo, Sebastiano A.; Dart, D. Alwyn; et al, European Journal of Medicinal Chemistry, 2019, 167, 49-60

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Triethylamine ; 0.5 - 2 h, 0 °C

参考文献：

Synthesis and SAR of novel hydantoin derivatives as selective androgen receptor modulators

Zhang, Xuqing; Allan, George F.; Sbriscia, Tifanie; Linton, Olivia; Lundeen, Scott G.; et al, Bioorganic & Medicinal Chemistry Letters, 2006, 16(22), 5763-5766

合成路线：1 步

_79%

反应条件：

1.1 Solvents: Dimethylformamide ; rt → 5 °C; < 5 °C; 6 h, 5 °C → rt
1.2 Reagents: Water ; rt

参考文献：

Synthesis bicalutamide antiandrogen

Liu, Yaru; Feng, Xuesong; Meng, Fanhao; Liu, Junting, Zhongguo Yike Daxue Xuebao, 2005, 34(6), 518-519

合成路线：1 步

79-41-4

_75%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Dimethylacetamide ; 30 min, 0 °C
1.2 overnight, rt
1.3 Reagents: Sodium bicarbonate Solvents: Water ; rt

参考文献：

Design, synthesis, and in vivo SAR of a novel series of pyrazolines as potent selective androgen receptor modulators

Zhang, Xuqing; Li, Xiaojie; Allan, George F.; Sbriscia, Tifanie; Linton, Olivia; et al, Journal of Medicinal Chemistry, 2007, 50(16), 3857-3869

合成路线：1 步

194853-86-6

79-39-0

_69%

反应条件：

1.1 Solvents: Dimethylformamide ; rt → -20 °C
1.2 Reagents: Sodium hydride ; < 70 °C; 70 °C → rt; 4 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Hexane , Water ; overnight, rt

参考文献：

Visible-Light-Mediated Regioselective Chlorosulfonylation of Acrylamides

Zurro, Mercedes; Torres-Oya, Sergio; Otarola, Guillermo G.; Vaquero, Juan Jose; Merino, Estibaliz, Synthesis, 2023, 55(11), 1783-1791

合成路线：1 步

_59%

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane

参考文献：

Synthesis and Biological Evaluation of [18F]Bicalutamide, 4-[76Br]Bromobicalutamide, and 4-[76Br]Bromo-thiobicalutamide as Non-Steroidal Androgens for Prostate Cancer Imaging

Parent, Ephraim E.; Dence, Carmen S.; Jenks, Carl; Sharp, Terry L.; Welch, Michael J.; et al, Journal of Medicinal Chemistry, 2007, 50(5), 1028-1040

合成路线：1 步

_20%