4-Amino-2-methoxypyrimidine-5-carbaldehyde

Base Information

• Chemical Name: 4-Amino-2-methoxypyrimidine-5-carbaldehyde
• CAS No.: 26664-09-5
• Molecular Formula: C₆H₇N₃O₂
• Molecular Weight: 153.14
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID40571926
• Nikkaji Number: J957.110H
• Wikidata: Q72439002
• Mol file: 26664-09-5.mol

Synonyms:4-Amino-2-methoxypyrimidine-5-carbaldehyde;26664-09-5;MFCD07780787;5-Pyrimidinecarboxaldehyde, 4-amino-2-methoxy-;SCHEMBL10323668;DTXSID40571926;RFFAVLVDZBFXHO-UHFFFAOYSA-N;BBA66409;AKOS006287346;AB42558;AS-38386;SY258314;4-Amino-2-methoxy-pyrimidine-5-carbaldehyde;CS-0183769;A877166

Chemical Property of 4-Amino-2-methoxypyrimidine-5-carbaldehyde

Chemical Property:

• PSA: 78.10000
• LogP: 0.46110
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 153.053826475
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-2-methoxypyrimidine-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C(C(=N1)N)C=O

Technology Process of 4-Amino-2-methoxypyrimidine-5-carbaldehyde

There total 1 articles about 4-Amino-2-methoxypyrimidine-5-carbaldehyde 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: 80.0%

4-amino-2-methoxy-pyrimidine-5-carbonitrile (6964-55-2) → 4-amino-5-formyl-pyrimidine (26664-09-5)

Guidance literature:

With sulfuric acid; hydrogen; palladium on activated charcoal; for 1h; under 2585.7 Torr; Ambient temperature;

DOI:10.1002/jhet.5570350226

Reference yield: 65.0%

acetophenone (98-86-2) + 4-amino-5-formyl-pyrimidine (26664-09-5) → 2-Methoxy-7-phenyl-pyrido[2,3-d]pyrimidine

Guidance literature:

With sodium methylate; In methanol; for 2h; Heating;

DOI:10.1002/jhet.5570350226

Reference yield:

4-amino-5-formyl-pyrimidine (26664-09-5) → 2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid [5-(2-amino-1-phenyl-ethylcarbamoyl)-2-chloro-phenyl]-amide (1386979-70-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium methylate / methanol / Reflux

2: methanol; water

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide

4: methanol; water

5: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide

With sodium methylate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.10.055

upstream raw materials:

4-amino-2-methoxy-pyrimidine-5-carbonitrile

Downstream raw materials:

2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid {2-chloro-5-[2-(3-chloro-phenyl)-ethylcarbamoyl]-phenyl}-amide

2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid {2-chloro-5-[(3-chloro-benzyl)-methyl-carbamoyl]-phenyl}-amide

2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid {2-chloro-5-[(thiophen-2-ylmethyl)-carbamoyl]-phenyl}-amide

2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid {2-chloro-5-[(thiophen-3-ylmethyl)-carbamoyl]-phenyl}-amide