Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans-

Base Information

• Chemical Name: Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans-
• CAS No.: 67198-34-9
• Molecular Formula: C₁₁H₂₂N₂
• Molecular Weight: 182.309
• DSSTox Substance ID: DTXSID40538711
• Nikkaji Number: J292.770E
• Wikidata: Q82414206
• Mol file: 67198-34-9.mol

Synonyms:67198-34-9;Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans-;Trans-N-methyl-2-(1-pyrrolidinyl)cyclohexanamine;Trans-N-Methyl-2-(1-pyrrolidinyl]cyclohexanamine;Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, (1R,2R)-;SCHEMBL2441220;DTXSID40538711;MFOLKXSQEXMDIR-GHMZBOCLSA-N;99239-39-1;trans N-methyl-2-(1-pyrrolidinyl)cyclohexanamine;trans-N-methyl-2-(1-pyrrolidinyl)cyclohexylamine;Trans-N-methyl-2-(1-pyrrolidinyl)-cyclohexanamine;Trans-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine;(+/-)-trans-2-Pyrrolidinyl-N-methylcyclohexylamine;(1R,2R)-N-methyl-2-pyrrolidin-1-ylcyclohexan-1-amine;trans-(+/-)-N-methyl-2-(1-pyrrolidinyl)cyclohexanamine;(1R,2R)-N-Methyl-2-(pyrrolidin-1-yl)cyclohexan-1-amine;trans-(+/-)-N-methyl-2-(1-pyrrolidinyl)-cyclohexanamine;(+/-)-trans-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]amine;(1R,2R)-N-Methyl-2-(1-pyrrolidinyl)cyclohexanamine, AldrichCPR

Chemical Property of Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans-

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.178298710
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1CCCCC1N2CCCC2
• Isomeric SMILES: CN[C@@H]1CCCC[C@H]1N2CCCC2

Technology Process of Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans-

There total 13 articles about Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans- 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: 91.0%

(+/-)-cis-2-pyrrolidinyl-N-<(tert-butyloxy)carbonyl>-N-methylcyclohexylamine → (+/-)-cis-N-methyl-2-(1-pyrrolidinyl)cyclohexylamine (67198-34-9,67198-53-2,67347-43-7,99239-39-1,116301-06-5,121843-49-0,121843-50-3,121843-51-4,142434-12-6) + trans-(+/-)-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine (67198-34-9,67198-53-2,67347-43-7,99239-39-1,116301-06-5,121843-49-0,121843-50-3,121843-51-4,142434-12-6)

Guidance literature:

With hydrogenchloride; at 60 ℃; for 0.0833333h;

DOI:10.1021/jm00128a050

Reference yield: 91.0%

(+/-)-cis-2-pyrrolidinyl-N-<(tert-butyloxy)carbonyl>-N-methylcyclohexylamine → (+/-)-cis-N-methyl-2-(1-pyrrolidinyl)cyclohexylamine (67198-34-9,67198-53-2,67347-43-7,99239-39-1,116301-06-5,121843-49-0,121843-50-3,121843-51-4,142434-12-6) + trans-(+/-)-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine (67198-34-9,67198-53-2,67347-43-7,99239-39-1,116301-06-5,121843-49-0,121843-50-3,121843-51-4,142434-12-6)

Guidance literature:

With hydrogenchloride; at 60 ℃; for 0.0833333h;

DOI:10.1021/jm00128a050

Reference yield:

rac-trans-2-methylamino-cyclohexanol (20431-81-6) → trans-(+/-)-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine (67198-34-9,67198-53-2,67347-43-7,99239-39-1,116301-06-5,121843-49-0,121843-50-3,121843-51-4,142434-12-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / KHCO₃ / H₂O / Ambient temperature

2: PCC / CH₂Cl₂ / 4 h / Ambient temperature

3: 1) p-TsOH, 2) H₂ / 2) 10percent Pd-C / 1) benzene, 36 h, reflux, 2) ethyl acetate, 50 psi, RT, 3 h

4: 6M HCl / 0.08 h / 60 °C

With hydrogenchloride; hydrogen; potassium hydrogencarbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; In dichloromethane; water;

DOI:10.1021/jm00128a050

upstream raw materials:

rac-trans-2-methylamino-cyclohexanol

2-(N-t-butyloxycarbonyl-N-methylamino)cyclohexanone

pyrrolidine

7-methyl-7-azabicyclo[4.1.0]heptane

Downstream raw materials:

N-Methyl-2-pyridin-3-yl-N-((1S,2R)-2-pyrrolidin-1-yl-cyclohexyl)-acetamide

N-Methyl-N-((1R,2S)-2-pyrrolidin-1-yl-cyclohexyl)-acetamide; hydrobromide

N-Methyl-2-(2-nitro-phenyl)-N-((1R,2S)-2-pyrrolidin-1-yl-cyclohexyl)-acetamide

N-Methyl-N-((1R,2S)-2-pyrrolidin-1-yl-cyclohexyl)-2-(2,4,5-trichloro-phenoxy)-acetamide