2-Amino-N-(8-(m-chlorobenzyl)-3-beta-nortropanyl)-4-methoxy-5-pyrimidinecarboxamide

Base Information

• Chemical Name: 2-Amino-N-(8-(m-chlorobenzyl)-3-beta-nortropanyl)-4-methoxy-5-pyrimidinecarboxamide
• CAS No.: 84923-25-1
• Molecular Formula: C20H24 Cl N5 O2
• Molecular Weight: 401.89
• DSSTox Substance ID: DTXSID901005216
• Mol file: 84923-25-1.mol

Synonyms:BRN 5646429;84923-25-1;2-Amino-N-(8-(m-chlorobenzyl)-3-beta-nortropanyl)-4-methoxy-5-pyrimidinecarboxamide;5-Pyrimidinecarboxamide, 2-amino-N-(8-(m-chlorobenzyl)-3-beta-nortropanyl)-4-methoxy-;DTXSID901005216;N-{8-[(3-Chlorophenyl)methyl]-8-azabicyclo[3.2.1]octan-3-yl}-2-imino-4-methoxy-1,2-dihydropyrimidine-5-carboximidic acid

Chemical Property of 2-Amino-N-(8-(m-chlorobenzyl)-3-beta-nortropanyl)-4-methoxy-5-pyrimidinecarboxamide

Chemical Property:

• PSA: 97.59000
• Density: 1.36g/cm³
• LogP: 3.08900
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 401.1618527
• Heavy Atom Count: 28
• Complexity: 539

Purity/Quality:

99%min ^*data from raw suppliers

2-AMINO-N-(8-(M-CHLOROBENZYL)-3-BETA-NORTROPANYL)-4-METHOXY-5-PYRIMIDI NECARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=NC=C1C(=O)NC2CC3CCC(C2)N3CC4=CC(=CC=C4)Cl)N

Technology Process of 2-Amino-N-(8-(m-chlorobenzyl)-3-beta-nortropanyl)-4-methoxy-5-pyrimidinecarboxamide

There total 6 articles about 2-Amino-N-(8-(m-chlorobenzyl)-3-beta-nortropanyl)-4-methoxy-5-pyrimidinecarboxamide 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: 74.0%

2-amino-4-methoxy-N-(8-azabicyclo<3,2,1>oct-3 β-yl)-5-pyrimidine carboxamide (76352-25-5) + 1-Chloro-3-chloromethyl-benzene (620-20-2,130468-19-8) → 2-Amino-4-methoxy-pyrimidine-5-carboxylic acid [(1R,3S,5S)-8-(3-chloro-benzyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-amide (84923-25-1)

Guidance literature:

With potassium carbonate; In acetone; for 36h; Heating;

Reference yield:

acetonedicarboxylic acid (542-05-2) → 2-Amino-4-methoxy-pyrimidine-5-carboxylic acid [(1R,3S,5S)-8-(3-chloro-benzyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-amide (84923-25-1)

Guidance literature:

Multi-step reaction with 6 steps

2: NH₂OH*HCl / 0.67 h

3: 80 percent / Na / pentan-1-ol / 80 °C / Heating

4: 1.) NEt₃, ethylchloroformate / 1.) DMF, 2 deg C, 0.5 h; 2.) DMF, 12 h, RT

5: 93 percent / maleic acid, H₂ / 10percent Pd/C / aq. ethanol / 7 h / Ambient temperature

6: 74 percent / K₂CO₃ / acetone / 36 h / Heating

With hydroxylamine hydrochloride; hydrogen; sodium; chloroformic acid ethyl ester; potassium carbonate; triethylamine; maleic acid; palladium on activated charcoal; In ethanol; pentan-1-ol; acetone;

Reference yield:

tropinone (532-24-1) → 2-Amino-4-methoxy-pyrimidine-5-carboxylic acid [(1R,3S,5S)-8-(3-chloro-benzyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-amide (84923-25-1)

Guidance literature:

Multi-step reaction with 5 steps

1: NH₂OH*HCl / 0.67 h

2: 80 percent / Na / pentan-1-ol / 80 °C / Heating

3: 1.) NEt₃, ethylchloroformate / 1.) DMF, 2 deg C, 0.5 h; 2.) DMF, 12 h, RT

4: 93 percent / maleic acid, H₂ / 10percent Pd/C / aq. ethanol / 7 h / Ambient temperature

5: 74 percent / K₂CO₃ / acetone / 36 h / Heating

With hydroxylamine hydrochloride; hydrogen; sodium; chloroformic acid ethyl ester; potassium carbonate; triethylamine; maleic acid; palladium on activated charcoal; In ethanol; pentan-1-ol; acetone;

upstream raw materials:

2-amino-4-methoxy-N-(8-azabicyclo<3,2,1>oct-3 β-yl)-5-pyrimidine carboxamide

1-Chloro-3-chloromethyl-benzene

acetonedicarboxylic acid

tropinone

Refernces