Production Method 1

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

Preparation of imidazolylaminopyridines and -pyrimidines as JAK kinase inhibitors.

, World Intellectual Property Organization, , ,

Production Method 2

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

Preparation of thiazolylaminopyrimidines for the treatment of cancer

, World Intellectual Property Organization, , ,

Production Method 3

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

Synthesis of 9-(pyrazol-3-yl)-9H-purine-2-amine and 3-(pyrazol-3-yl)-3H-imidazo[4,5-b]pyridin-5-amine derivatives for treating cancer

, World Intellectual Property Organization, , ,

Production Method 4

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

Preparation of pyrazolyl-amino-substituted pyrazines for treatment of cancer

, World Intellectual Property Organization, , ,

Production Method 5

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

4-(Pyrazol-3-ylamino)pyrimidine derivatives as tyrosine kinase inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancer

, World Intellectual Property Organization, , ,

Production Method 6

935667-21-3

Reaction Conditions

Reference

9-(pyrazol-3-yl)-9H-purine-2-amine and 3-(pyrazol-3-yl)-3H-imidazo[4,5-B] pyridin-5-amine derivatives and their use for the treatment of cancer

, United States, , ,

Production Method 7

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

Preparation of imidazolylheteroaryldiamine derivatives for use as JAK kinase inhibitors

, World Intellectual Property Organization, , ,

Production Method 8

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

Preparation of tricyclyl 2,4-diamino-1,3,5-triazine derivatives as JAK inhibitors

, World Intellectual Property Organization, , ,

Production Method 9

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

N-Pyrazolyl fused pyrimidinamine derivatives as JAK inhibitors and their preparation, pharmaceutical compositions and use in the treatment of myeloproliferative disorders and cancer

, World Intellectual Property Organization, , ,

Production Method 10

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

Pyrazol-3-yl-3H-imidazo[4,5-b]pyridine derivatives as JAK kinase inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancers

, World Intellectual Property Organization, , ,

Production Method 11

905587-30-6

935667-21-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  1,4-Dioxane ;  3 h, rt

Reference

Identification of 4-Aminopyrazolylpyrimidines as Potent Inhibitors of Trk Kinases

Wang, Tao; Lamb, Michelle L.; Scott, David A.; Wang, Haixia; Block, Michael H.; et al, Journal of Medicinal Chemistry, 2008, 51(15), 4672-4684

Production Method 12

905587-44-2

2627-86-3

935667-21-3

Reaction Conditions

1.1 Reagents: Pyridoxal 5′-phosphate ,  Acetic acid ,  Potassium carbonate ,  Tripotassium phosphate Catalysts: Omega transaminase Solvents: Toluene ,  Water ;  18 h, pH 7.5, 29 °C

Reference

Use of ω-Transaminase Enzyme Chemistry in the Synthesis of a JAK2 Kinase Inhibitor

Frodsham, Lianne; Golden, Michael; Hard, Susan; Kenworthy, Martin N.; Klauber, David J.; et al, Organic Process Research & Development, 2013, 17(9), 1123-1130

Production Method 13

905587-44-2

935667-21-3

Reaction Conditions

1.1 Reagents: Acetic acid ,  Potassium carbonate ,  (S)-1-Phenylethylamine ,  Monopotassium phosphate Catalysts: Pyridoxal 5′-phosphate ,  Omega transaminase Solvents: Toluene ,  Water ;  pH 7.5; 18 h, 29 °C
1.2 Reagents: Potassium carbonate ,  Di-tert-butyl dicarbonate Solvents: 2-Methyltetrahydrofuran ,  Water ;  2 h, 40 °C
1.3 Reagents: Hydrochloric acid Solvents: Isopropanol ;  18 h, rt → 40 °C

Reference

Efficient Synthesis of (S)-1-(5-Fluoropyrimidin-2-yl)ethylamine Using an ω-Transaminase Biocatalyst in a Two-Phase System

Meadows, Rebecca E.; Mulholland, Keith R.; Schurmann, Martin; Golden, Michael; Kierkels, Hans; et al, Organic Process Research & Development, 2013, 17(9), 1117-1122

Production Method 14

905587-31-7

935667-21-3

Reaction Conditions

1.1 Reagents: Di-tert-butyl dicarbonate ;  180 °C
1.2 Reagents: Lithium hydroxide Solvents: Tetrahydrofuran ,  Water
1.3 Reagents: Hydrochloric acid Solvents: Methanol ,  1,4-Dioxane

Reference

Discovery of pyrazol-3-ylamino pyrazines as novel JAK2 inhibitors

Ioannidis, Stephanos; Lamb, Michelle L.; Davies, Audrey M.; Almeida, Lynsie; Su, Mei; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(23), 6524-6528

Production Method 15

935667-21-3

Reaction Conditions

Reference

Discovery of 5-Chloro-N2-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine (AZD1480) as a Novel Inhibitor of the Jak/Stat Pathway

Ioannidis, Stephanos; Lamb, Michelle L.; Wang, Tao; Almeida, Lynsie; Block, Michael H.; et al, Journal of Medicinal Chemistry, 2011, 54(1), 262-276

(1S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride Raw materials

• (S)-N-(1-(5-Fluoropyrimidin-2-yl)ethyl)acetamide
• (S)-Tert-butyl 1-(5-fluoropyrimidin-2-yl)ethylcarbamate
• 1-(5-fluoropyrimidin-2-yl)ethan-1-one
• (S)-alpha-phenylethylamine

(1S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride Preparation Products

• (1S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride (935667-21-3)

• 1. An alumina stabilized graphene oxide wrapped SnO2 hollow sphere LIB anode with improved lithium storage?
  Xiang Liu,Qian Sun,A. B. Djuri?i?,Maohai Xie,Baohu Dai,Jinyao Tang,Charles Surya,Changzhong Liao,Kaimin Shih RSC Adv., 2015,5, 100783-100789
• 2. An amino group functionalized metal–organic framework as a luminescent probe for highly selective sensing of Fe3+ ions?
  Zhonghua Xiang,Chuanqi Fang,Sanhua Leng,Dapeng Cao J. Mater. Chem. A, 2014,2, 7662-7665
• 3. An automatic determination of thoria in thoria-urania mixtures
  Analyst, 1966,91, 208-210
• 4. An astrophysically-relevant mechanism for amino acid enantiomer enrichment
  Stephen P. Fletcher,Richard B. C. Jagt,Ben L. Feringa Chem. Commun., 2007, 2578-2580
• 5. Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers
  P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279

• 905587-41-9(1-(5-fluoropyrimidin-2-yl)ethan-1-amine)
• 944906-24-5(1-(pyrimidin-2-yl)ethan-1-amine)
• 1314394-77-8((5-Fluoropyrimidin-2-yl)methanamine hydrochloride)
• 1414958-45-4(1-(5-Fluoropyrimidin-2-yl)ethan-1-amine hydrochloride)
• 1196155-99-3((5-fluoropyrimidin-2-yl)methanamine)
• 1616809-52-9(1-pyrimidin-2-ylethanamine;hydrochloride)
• 2138337-19-4(1-(pyrimidin-2-yl)ethan-1-amine dihydrochloride)
• 1373223-30-3(C-(5-Fluoro-pyrimidin-2-yl)-methylamine dihydrochloride)
• 1202070-40-3((R)-1-(5-Fluoropyrimidin-2-yl)ethan-1-amine Hydrochloride)
• 905587-29-3((1S)-1-(5-fluoropyrimidin-2-yl)ethan-1-amine)