2-Amino-6-hydroxymethylpyrimidine

Base Information

• Chemical Name: 2-Amino-6-hydroxymethylpyrimidine
• CAS No.: 2164-67-2
• Molecular Formula: C5H7 N3 O
• Molecular Weight: 125.12858
• Hs Code.: 2933599090
• European Community (EC) Number: 810-323-6
• DSSTox Substance ID: DTXSID40176031
• Nikkaji Number: J86.924D
• Wikidata: Q83046367
• Mol file: 2164-67-2.mol

Synonyms:(2-Aminopyrimidin-4-yl)methanol;2-Amino-4-hydroxymethylpyrimidine

Chemical Property of 2-Amino-6-hydroxymethylpyrimidine

Chemical Property:

• Melting Point: 145 °C
• Boiling Point: 396.3±34.0 °C(Predicted)
• PKA: 13.34±0.10(Predicted)
• PSA: 72.03000
• Density: 1.360±0.06 g/cm3(Predicted)
• LogP: 0.13230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 125.058911855
• Heavy Atom Count: 9
• Complexity: 88.3

Purity/Quality:

97% ^*data from raw suppliers

(2-Aminopyrimidin-4-yl)methanol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1CO)N

Technology Process of 2-Amino-6-hydroxymethylpyrimidine

There total 1 articles about 2-Amino-6-hydroxymethylpyrimidine 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: 7.0%

4-(dimethoxymethyl)pyrimidin-2-amine (165807-05-6) → 1-(4-((2-aminopyrimidin-4-yl)methoxy)naphthalen-1-yl)-3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea (1220627-33-7) + (2-aminopyrimidin-4-yl)methanol (2164-67-2)

Guidance literature:

With hydrogenchloride; sodium tetrahydroborate; NaOH; In tetrahydrofuran; methanol; water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

Reference yield:

(2-aminopyrimidin-4-yl)methanol (2164-67-2) → N-(4-((4-(3-(3-tert-butyl-1-(4-(hydroxymethyl)phenyl)-1H-pyrazol-5-yl)ureido)naphthalen-1-yloxy)methyl)pyridin-2-yl)-2-methoxyacetamide (1229649-45-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine; DIAD / tetrahydrofuran; methanol

2: acetic acid / Pt/C

3: CDI / ethyl acetate; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; 2-Methylpentane

With CDI; DIAD; acetic acid; triphenylphosphine; Pt/C; In tetrahydrofuran; methanol; 2-Methylpentane; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethyl acetate;

Reference yield:

4-thiomethyl-6-methylpyrimidine (62671-89-0) + methyl 4-flurobenzoate (403-33-8) + (2-aminopyrimidin-4-yl)methanol (2164-67-2) → C18H14FN5OS

Guidance literature:

4-thiomethyl-6-methylpyrimidine; methyl 4-flurobenzoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -10 - 20 ℃;

With bromine; acetic acid; at 0 - 20 ℃;

(2-aminopyrimidin-4-yl)methanol; In ethanol; at 80 ℃; Molecular sieve;

DOI:10.1016/j.bmcl.2018.11.039

upstream raw materials:

4-(dimethoxymethyl)pyrimidin-2-amine

Downstream raw materials:

N-(4-((4-(3-(3-tert-butyl-1-(4-(hydroxymethyl)phenyl)-1H-pyrazol-5-yl)ureido)naphthalen-1-yloxy)methyl)pyridin-2-yl)-2-methoxyacetamide

1-(4-((2-aminopyrimidin-4-yl)methoxy)naphthalen-1-yl)-3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea

N-(4-((4-(3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido)naphthalen-1-yloxy)methyl)pyrimidin-2-yl)-2-methoxyacetamide

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