ChemicalBook > Product Catalog >Pharmaceutical intermediates >Heterocyclic compound >Pyrimidines >Methoxy-pyrimidine >2-Chloro-5-Methoxy-pyriMidin-4-ylaMine

2-Chloro-5-Methoxy-pyriMidin-4-ylaMine

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2-Chloro-5-Methoxy-pyriMidin-4-ylaMine Basic information
Product Name:2-Chloro-5-Methoxy-pyriMidin-4-ylaMine
Synonyms:2-Chloro-5-Methoxy-pyriMidin-4-ylaMine;2-Chloro-5-Methoxy-4-pyriMidinaMine;4-Amino-2-chloro-5-methoxypyrimidine;4-Pyrimidinamine, 2-chloro-5-methoxy-;2-Chloro-5-Methoxy-pyriMidin-4-ylaMine ISO 9001:2015 REACH;2-chloro-5-MethoxypyriMidin-4-aMine;2-Chloro-4-amino-5-methoxypyrimidine
CAS:99979-77-8
MF:C5H6ClN3O
MW:159.57
EINECS:
Product Categories:
Mol File:99979-77-8.mol
2-Chloro-5-Methoxy-pyriMidin-4-ylaMine Structure
2-Chloro-5-Methoxy-pyriMidin-4-ylaMine Chemical Properties
Melting point 181-182 °C (decomp)(Solv: ligroine (8032-32-4))
Boiling point 349.6±22.0 °C(Predicted)
density 1.398±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.39±0.10(Predicted)
AppearanceWhite to light brown Solid
Safety Information
HS Code 2933599590
MSDS Information
2-Chloro-5-Methoxy-pyriMidin-4-ylaMine Usage And Synthesis
UsesThe preparation and synthesis of 2-Chloro-5-methoxy-4-pyrimidinamine.
Synthesis
2,4-Dichloro-5-methoxypyrimidine

19646-07-2

2-Chloro-5-Methoxy-pyriMidin-4-ylaMine

99979-77-8

2-Chloro-5-methoxypyrimidin-4-amine was synthesized as follows: 2,4-dichloro-5-methoxypyrimidine (10 g, 56.17 mmol) was dissolved in 1,4-dioxane (20 mL) under argon protection and stirred at room temperature. Subsequently, ammonium hydroxide (25.5 mL) was slowly added to the solution. The reaction mixture was transferred to a sealed tube, heated to 100 °C and maintained for 21 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the volatile components were evaporated under reduced pressure. The crude product was purified by silica gel column chromatography with 40% ethyl acetate/hexane as eluent to afford 2-chloro-5-methoxypyrimidin-4-amine (8.9 g, 99% yield) as an off-white solid. The structure of the product was confirmed by 1H-NMR (DMSO-d6, 500MHz): δ7.68 (s, 1H), 3.81 (s, 3H); LC-MS (column: X-Bridge C-18, 50×3.0 mm, 3.5 μm; mobile phase: 0.05% aqueous trifluoroacetic acid/acetonitrile; flow rate: 0.80 mL/min) showed m/z 160 ([M+H]+), retention time 2.18 min; TLC (unfolding agent: 50% ethyl acetate/hexane) showed an Rf value of 0.3.

References[1] Patent: WO2015/66697, 2015, A1. Location in patent: Paragraph 0345; 0416
[2] Patent: WO2011/59839, 2011, A1. Location in patent: Page/Page column 91
[3] Patent: WO2015/86506, 2015, A1. Location in patent: Page/Page column 103
[4] Patent: CN105218561, 2016, A. Location in patent: Paragraph 0242; 0243; 0244
[5] Patent: WO2009/150240, 2009, A1. Location in patent: Page/Page column 128
2-Chloro-5-Methoxy-pyriMidin-4-ylaMine Preparation Products And Raw materials
Raw materials2,4-Dichloro-5-methoxypyrimidine-->1,4-Dioxane-->Ammonium hydroxide
Tag:2-Chloro-5-Methoxy-pyriMidin-4-ylaMine(99979-77-8) Related Product Information
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