(4-Amino-benzyl)-methyl-(tetrahydro-pyran-4-yl)-amine

Base Information

• Chemical Name: (4-Amino-benzyl)-methyl-(tetrahydro-pyran-4-yl)-amine
• CAS No.: 229007-09-4
• Molecular Formula: C13H20N2O
• Molecular Weight: 220.315
• DSSTox Substance ID: DTXSID40432205
• Nikkaji Number: J2.066.762A
• Wikidata: Q82246261
• Mol file: 229007-09-4.mol

Synonyms:(4-amino-benzyl)-methyl-(tetrahydro-pyran -4-yl)-amine;229007-09-4;4-(N-methyl-N-(tetrahydropyran-4-yl)aminomethyl)aniline;4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]aniline;SCHEMBL313877;(4-amino-benzyl)-methyl-(tetrahydro-pyran-4-yl)-amine;DTXSID40432205;NRTYCYYXNCUNDT-UHFFFAOYSA-N;N-(4-Aminobenzyl)-N-methyltetrahydro-4H-pyran-4-amine;4-(N-methyl-N-(tetra-hydropyran-4-yl)aminomethyl)aniline;4-(N-methyl-N-(tetrahydropyran-4-yl)amino-methyl)aniline;4-[[n-methyl n-(tetrahydropyran-4-yl)amino]methyl]aniline;4-[[N-methyl-N-(tetrahydropyran-4-yl)amino]methyl]aniline;4-[N-methyl-N-(tetrahydro-pyran-4-yl)aminomethyl]aniline;4-[[N-methyl-N-(tetrahydropyran-4-yl) amino]methyl]aniline

Chemical Property of (4-Amino-benzyl)-methyl-(tetrahydro-pyran-4-yl)-amine

Chemical Property:

• PSA: 38.49000
• LogP: 2.46080
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 220.157563266
• Heavy Atom Count: 16
• Complexity: 196

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC1=CC=C(C=C1)N)C2CCOCC2

Technology Process of (4-Amino-benzyl)-methyl-(tetrahydro-pyran-4-yl)-amine

There total 6 articles about (4-Amino-benzyl)-methyl-(tetrahydro-pyran-4-yl)-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: 98.0%

N-[(4-nitrophenyl)methyl]tetrahydro-N-methyl-2H-pyran-4-amine (229007-08-3) → 4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]aniline (229007-09-4)

Guidance literature:

With hydrogen; In methanol; at 20 ℃; for 1.66667h; under 760.051 Torr; chemoselective reaction;

DOI:10.1039/c5ra07208e

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-nitrobenzylamine hydrochloride (18600-42-5) + sodium tris(acetoxy)borohydride (56553-60-7) → 4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]aniline (229007-09-4)

Guidance literature:

With iron; acetic acid; triethylamine; In ethyl acetate; 1,2-dichloro-ethane;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → 4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]aniline (229007-09-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N; NaBH(OAc)3 / 1,2-dichloro-ethane / 8 h / 20 °C

2: 100 percent / aq. NaBH(OAc)3 / 1,2-dichloro-ethane / 20 °C

3: 79 percent / Fe; AcOH / 20 °C

With sodium tris(acetoxy)borohydride; iron; acetic acid; triethylamine; In 1,2-dichloro-ethane; 1: reductive amination / 2: reductive amination / 3: Reduction;

DOI:10.1021/jm9906264

upstream raw materials:

N-[(4-nitrophenyl)methyl]tetrahydro-N-methyl-2H-pyran-4-amine

Tetrahydro-4H-pyran-4-one

4-nitrobenzylamine hydrochloride

4-[N-(tetrahydropyran-4-yl)aminomethyl]-nitrobenzene

Downstream raw materials:

2-(4-methylphenyl)-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-6,7-dihydro-5H-benzo[a][7]annulene-8-carboxamide

7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide

N-[4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]phenyl]-7-(4-trifluoromethylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

2-(4-piperidinophenyl)-N-(4-((N-tetrahydropyran-4-yl-N-methylamino)methyl)phenyl)-6,7-dihydro-5H-benzocyclohepten-8-carboxamide