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

Base Information

• Chemical Name: (S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride
• CAS No.: 935667-21-3
• Molecular Formula: C6H9ClFN3
• Molecular Weight: 177.6071632
• Hs Code.: 2933599090
• Mol file: 935667-21-3.mol

Synonyms:[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]amine hydrochloride;(S)-1-(5-fluoropyrimidin-2-yl)-ethylamine hydrochloride;(S)-1-(5-Fluoropyrimidin-2-yl)ethanamine hydrochloride;(1S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride;(1S)-1-(5-fluoropyrimidin-2-yl)ethanamine monohydrochloride;

Chemical Property of (S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride

Chemical Property:

• PSA: 51.80000
• LogP: 2.13770
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

NLT 98% ^*data from raw suppliers

(S)-1-(5-Fluoropyrimidin-2-yl)ethan-1-amineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride

There total 10 articles about (S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(S)-tert-butyl-1-(5-fluoropyrimidin-2-yl)ethylcarbamate (905587-30-6) → (1S)-1-(5-fluoropyrimidin-2-yl)ethanamine monohydrochloride (935667-21-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 3h;

Reference yield: 100.0%

N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-(2R)-methylpropane-2-sulfinamide (935667-52-0) → (1S)-1-(5-fluoropyrimidin-2-yl)ethanamine monohydrochloride (935667-21-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 18 - 25 ℃; for 3h; Product distribution / selectivity;

Reference yield:

5- fluoropyrimidine-2-carbonitrile (38275-55-7) → (1S)-1-(5-fluoropyrimidin-2-yl)ethanamine monohydrochloride (935667-21-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran; 2-methyltetrahydrofuran / -40 °C

1.2: -25 °C

2.1: (S)-1-phenyl-ethylamine; potassium dihydrogenphosphate; pyridoxal 5'-phosphate; potassium carbonate; acetic acid; ω-transaminase / water; toluene / 18 h / 29 °C / pH 7.5 / Enzymatic reaction

3.1: potassium carbonate / 2-methyltetrahydrofuran; water / 18 h / 40 °C

4.1: hydrogenchloride / isopropyl alcohol / 24 h / 40 °C

With hydrogenchloride; potassium dihydrogenphosphate; (S)-1-phenyl-ethylamine; pyridoxal 5'-phosphate; ω-transaminase; potassium carbonate; acetic acid; In tetrahydrofuran; 2-methyltetrahydrofuran; water; isopropyl alcohol; toluene; 1.1: |Grignard Reaction;

DOI:10.1021/op400133d

upstream raw materials:

(S)-tert-butyl-1-(5-fluoropyrimidin-2-yl)ethylcarbamate

N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-(2R)-methylpropane-2-sulfinamide

5- fluoropyrimidine-2-carbonitrile

1-(5-fluoropyrimidin-2-yl)ethan-1-one

Downstream raw materials:

(S)-N-(1-(5-fluoropyrimidin-2-yl)ethyl)-3-(5-isopropoxy-1H-pyrazol-3-yl)-3H-imidazo[4,5-b]pyridin-5-amine

N₂-[1-(5-fluoropyrimidin-2-yl)ethyl]-N₄-(1-methyl-1H-imidazol-4-yl)-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

N₂-[1-(5-fluoropyrimidin-2-yl)ethyl]-6-methyl-N₄-(1-methyl-1H-imidazol-4-yl)-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

N2-(5-ethoxy-1H-pyrazol-3-yl)-N6-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-3-nitropyridine-2,6-diamine

Refernces

• 1、 Meadows, Rebecca E.,Mulholland, Keith R.,Schuermann, Martin,Golden, Michael,Kierkels, Hans,Meulenbroeks, Elise,Mink, Daniel,May, Oliver,Squire, Christopher,Straatman, Harrie,Wells, Andrew S.. "Efficient synthesis of (S)-1-(5-fluoropyrimidin-2-yl)ethylamine using an ω-transaminase biocatalyst in a two-phase system". . p. 1117 - 1122. Retrieved 2013/10/08.
• 2、 -. "TRICYCLIC 2,4-DIAMIN0-L,3,5-TRIAZINE DERIVATIVES USEFUL FOR THE TREATMENT OF CANCER AND MYELOPROLIFERATIVE DISORDERS". Page/Page column 75. . Retrieved 2010/01/07.