4-(Dimethoxymethyl)pyrimidin-2-amine

Base Information

• Chemical Name: 4-(Dimethoxymethyl)pyrimidin-2-amine
• CAS No.: 165807-05-6
• Molecular Formula: C7H11N3O2
• Molecular Weight: 169.183
• Hs Code.: 2933599090
• European Community (EC) Number: 810-369-7
• DSSTox Substance ID: DTXSID90406739
• Wikidata: Q72468067
• Mol file: 165807-05-6.mol

Synonyms:165807-05-6;4-(dimethoxymethyl)pyrimidin-2-amine;4-Dimethoxymethylpyrimidin-2-ylamine;2-amino-4-(dimethoxymethyl)pyrimidine;C7H11N3O2;2-PYRIMIDINAMINE, 4-(DIMETHOXYMETHYL)-;MFCD05864792;4-(Dimethoxymethyl)pyrimidin-2-ylamine;4-(dimethoxymethyl)-1,2-dihydropyrimidin-2-imine;4-Dimethoxymethyl-pyrimidin-2-ylamine;2-aminopyrimidine-4-carboxaldehyde dimethylacetal;SCHEMBL1474579;DTXSID90406739;AKOS001355784;AB22917;CS-W022174;GS-6483;AC-23728;SY039681;4-(Dimethoxymethyl)pyrimidin-2(1H)-imine;A3677;AM20080468;FT-0645900;EN300-27459;J-515254;Z240127596;2665010-43-3

Chemical Property of 4-(Dimethoxymethyl)pyrimidin-2-amine

Chemical Property:

• Vapor Pressure: 0.00154mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 295.3 °C at 760 mmHg
• PKA: 3.34±0.10(Predicted)
• Flash Point: 132.4 °C
• PSA: 70.26000
• Density: 1.2g/cm³
• LogP: 0.93140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 169.085126602
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Dimethoxymethylpyrimidin-2-ylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(C1=NC(=NC=C1)N)OC
• Uses: 4-Dimethoxymethylpyrimidin-2-ylamine is a useful research chemical.

Technology Process of 4-(Dimethoxymethyl)pyrimidin-2-amine

There total 7 articles about 4-(Dimethoxymethyl)pyrimidin-2-amine 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: 81.0%

(E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one (67751-23-9,187242-85-9) + guanidine hydrochloride (50-01-1) → 4-(dimethoxymethyl)pyrimidin-2-amine (165807-05-6)

Guidance literature:

guanidine hydrochloride; With sodium methylate; In methanol; at 0 ℃; for 0.0833333h; Inert atmosphere;

(E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one; In methanol; for 20.3333h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201612574

Reference yield: 70.0%

Pyruvic aldehyde dimethyl acetal (6342-56-9) + guanidine hydrochloride (50-01-1) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 4-(dimethoxymethyl)pyrimidin-2-amine (165807-05-6)

Guidance literature:

Pyruvic aldehyde dimethyl acetal; N,N-dimethyl-formamide dimethyl acetal; In N,N-dimethyl-formamide; at 110 ℃; for 15h;

guanidine hydrochloride; With sodium hydroxide; In water; N,N-dimethyl-formamide; at 110 ℃; for 36h;

DOI:10.1016/j.tetlet.2013.05.026

Reference yield: 64.0%

2-Aminopyrimidine-4-carboxaldehyde (165807-06-7) → 4-(dimethoxymethyl)pyrimidin-2-amine (165807-05-6)

Guidance literature:

With hydrogenchloride; In water; at 48 ℃; for 14h;

upstream raw materials:

(E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one

guanidine hydrochloride

Pyruvic aldehyde dimethyl acetal

2-Aminopyrimidine-4-carboxaldehyde

Downstream raw materials:

benzyl (4-formylpyrimidin-2-yl)carbamate

1-[2-N-(benzyloxycarbonylamino)pyrimidin-4-yl]-2,2,2-trifluoroethanol

benzyl (4-(dimethoxymethyl)pyrimidin-2-yl)carbamate

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

Refernces

• 1、 Borsari, Chiara,Rageot, Denise,Dall'Asen, Alix,Bohnacker, Thomas,Melone, Anna,Sele, Alexander M.,Jackson, Eileen,Langlois, Jean-Baptiste,Beaufils, Florent,Hebeisen, Paul,Fabbro, Doriano,Hillmann, Petra,Wymann, Matthias P.. "A Conformational Restriction Strategy for the Identification of a Highly Selective Pyrimido-pyrrolo-oxazine mTOR Inhibitor". . p. 8609 - 8630. Retrieved 2019/10/16.
• 2、 -. "NEW THIENOPYRIMIDINE DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM". Page/Page column 141. . Retrieved 2015/07/15.