1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI)

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CAS:121507-34-4
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Products Intro: Product Name:1H-Pyrazol-3-amine, 5-(1-methylethoxy)-
CAS:121507-34-4
1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI) Basic information
Product Name:1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI)
Synonyms:1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI);5-(propan-2-yloxy)-1H-pyrazol-3-aMine;1H-Pyrazol-3-aMine, 5-(1-Methylethoxy)-;100075;3-propan-2-yloxy-1H-pyrazol-5-amine;5-(1-Methylethoxy)-1H-Pyrazol-3-amine;5-isopropoxy-1H-pyrazole-3-amine
CAS:121507-34-4
MF:C6H11N3O
MW:141.17
EINECS:
Product Categories:VARIOUSAMINE
Mol File:121507-34-4.mol
1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI) Structure
1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI) Chemical Properties
storage temp. 2-8°C, protect from light
AppearanceOff-white to yellow Solid
Safety Information
MSDS Information
1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI) Usage And Synthesis
Uses5-Isopropoxy-1H-pyrazol-3-amine pois involved with the synthesis and biol. evaluation of 2-(α-arylalkylamino)-4-(pyrazolylamino)pyrimidines as potent inhibitors of Trk kinases.
Synthesis
3-amino-1H-pyrazol-5-ol

53666-79-8

Isopropyl alcohol

67-63-0

1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI)

121507-34-4

(Step 1) Preparation of 5-isopropoxy-1H-pyrazol-3-amine: methanesulfonic acid (25 mL) was slowly added to a solution of isopropanol (250 mL) containing 3-amino-5-hydroxypyrazole (25 g) with continuous stirring. The reaction mixture was heated to 120 °C and maintained for 2 days. Upon completion of the reaction, the reaction solution was cooled to room temperature and the solvent was subsequently removed by distillation under reduced pressure. Saturated aqueous sodium bicarbonate was added to the residue to neutralize the acid, followed by extraction with ethyl acetate. The organic phases were combined and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the organic phase was concentrated under reduced pressure to afford the target product 5-isopropoxy-1H-pyrazol-3-amine (5.35 g, 15% yield).

References[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4672 - 4684
[2] Patent: US2011/9622, 2011, A1. Location in patent: Page/Page column 38
[3] Patent: WO2008/135785, 2008, A1. Location in patent: Page/Page column 52-53
1H-Pyrazol-3-amine,5-(1-methylethoxy)-(9CI) Preparation Products And Raw materials
Raw materials3-amino-1H-pyrazol-5-ol-->Isopropyl alcohol
Preparation ProductsN-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-3-(5-isopropoxy-1H-pyrazol-3-yl)-3H-imidazo[4,5-b]pyridin-5-amine
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