951753-87-0 (5-异硫氰酰基-3-（三氟甲基）吡啶-2-氰基,5-Isothiocyanato-3-(trifluoromethyl)-picolinonitrile)

_100%

反应条件：

1.1 Solvents: Chloroform , Dimethylacetamide , Water ; 0.5 h, rt

参考文献：

Spirocyclic Thiohydantoin Antagonists of F877L and Wild-Type Androgen Receptor for Castration-Resistant Prostate Cancer

Zhang, Zhuming ; Connolly, Peter J.; Trabalon Escolar, Luis; Rocaboy, Christian; Pande, Vineet; et al, ACS Medicinal Chemistry Letters, 2021, 12(8), 1245-1252

合成路线：1 步

_100%

反应条件：

1.1 Solvents: Chloroform , Dimethylacetamide , Water ; 0.5 h, rt

参考文献：

Discovery of JNJ-63576253: A Clinical Stage Androgen Receptor Antagonist for F877L Mutant and Wild-Type Castration-Resistant Prostate Cancer (mCRPC)

Zhang, Zhuming ; Connolly, Peter J.; Lim, Heng Keang; Pande, Vineet; Meerpoel, Lieven; et al, Journal of Medicinal Chemistry, 2021, 64(2), 909-924

合成路线：1 步

_100%

反应条件：

1.1 Solvents: Acetonitrile ; 10 °C → 30 °C; 30 °C → 10 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ; pH 6 - 7

参考文献：

Process for preparing apalutamide

, United States, , ,

合成路线：1 步

_100%

反应条件：

1.1 Solvents: Chloroform , Dimethylacetamide , Water ; rt; 20 min, rt

参考文献：

Preparation of substituted thiohydantoin derivatives as androgen receptor antagonists

, World Intellectual Property Organization, , ,

合成路线：1 步

_97%

反应条件：

1.1 Solvents: Dichloromethane , Water ; rt; 16 h, rt

参考文献：

Processes for the preparation of Apalutamide and intermediates thereof

, United States, , ,

合成路线：1 步

_95%

反应条件：

1.1 Solvents: Water ; 2 h, 25 °C

参考文献：

Synthesis of thiohydantoins

, World Intellectual Property Organization, , ,

合成路线：1 步

_95%

反应条件：

1.1 Solvents: Water ; 2 h, rt

参考文献：

Preparation of hydantoins as androgen receptor modulators for the treatment of prostate cancer and other androgen receptor-associated diseases.

, World Intellectual Property Organization, , ,

合成路线：1 步

_92%

反应条件：

1.1 Reagents: Imidazole Solvents: Water ; 3 h, rt

参考文献：

Androgen receptor-regulator hydantoin derivatives and its application

, China, , ,

合成路线：1 步

_86%

反应条件：

1.1 Solvents: Acetone ; rt; 1 - 3 h, rt

参考文献：

Preparation of thiodiazaspiro compound and its intermediates

, China, , ,

合成路线：1 步

_86%

反应条件：

1.1 Solvents: Acetone ; rt; 1 - 3 h, rt

参考文献：

Preparation method of apalutamide and its intermediates

, China, , ,

合成路线：1 步

2422147-84-8

_84%

反应条件：

1.1 Reagents: Sodium bisulfate Solvents: Xylene ; 6 h, reflux

参考文献：

Pyridylthiourea derivatives and preparation method and application thereof in preparing apalutamide

, China, , ,

合成路线：1 步

1449521-05-4

_84%

反应条件：

1.1 Reagents: Sulfur Solvents: Chloroform ; rt → 60 °C

参考文献：

Preparation of 5-isothiocyanato-3-(trifluoromethyl)-2-pyridinecarbonitrile

, China, , ,

合成路线：1 步

_77%

反应条件：

1.1 Solvents: Toluene ; 12 h, 110 °C

参考文献：

Substituted 3-((3-aminophenyl)amino)piperidine-2,6-dione compounds, compositions thereof, and methods of treatment therewith

, World Intellectual Property Organization, , ,

合成路线：1 步

_77%

反应条件：

1.1 Solvents: Chloroform , Water ; 12 h, rt

参考文献：

Discovery of pyridine tetrahydroisoquinoline thiohydantoin derivatives with low blood-brain barrier penetration as the androgen receptor antagonists

Xu, Xi; Du, Qianming; Meng, Ying; Li, Zhiyu; Wu, Hongxi; et al, European Journal of Medicinal Chemistry, 2020, 192,

合成路线：1 步

_76%

反应条件：

1.1 Solvents: Dichloromethane , Water ; 16 h, rt

参考文献：

Synthesis of Hydantoin Androgen Receptor Antagonists and Study on Their Antagonistic Activity

Ma, Longjun; Zhou, Yan; Yang, Dehua; Wang, Ming-Wei; Lu, Wei; et al, Molecules, 2022, 27(18),

合成路线：1 步

2414251-78-6

280-57-9

_74%

反应条件：

1.1 Solvents: Dichloromethane ; 20 h, 5 - 10 °C

参考文献：

Preparation method of 5-isothiocyanato-3-trifluoromethyl-2-cyanopyridine

, China, , ,

合成路线：1 步

_44%

反应条件：

1.1 Solvents: Water ; rt; 4 h, rt

参考文献：

Preparation of aromatic ring and cyclic lactide-containing thiohydantoin compound and its application as androgen receptor antagonists for the treatment of prostate cancer

, China, , ,

合成路线：1 步

_44%

反应条件：

1.1 Solvents: Water ; 4 h, rt

参考文献：

Design, synthesis and biological evaluation of novel thiohydantoin derivatives as potent androgen receptor antagonists for the treatment of prostate cancer

Wang, Ao; Wang, Yawan; Meng, Xin; Yang, Yushe, Bioorganic & Medicinal Chemistry, 2021, 31,

合成路线：1 步

32315-10-9

_41%