4-Amino-3-methoxy-n-(1-methylpiperidin-4-yl)benzamide

Base Information

• Chemical Name: 4-Amino-3-methoxy-n-(1-methylpiperidin-4-yl)benzamide
• CAS No.: 876126-60-2
• Molecular Formula: C14H21N3O2
• Molecular Weight: 263.34
• DSSTox Substance ID: DTXSID501213598
• Mol file: 876126-60-2.mol

Synonyms:4-amino-3-methoxy-n-(1-methylpiperidin-4-yl)benzamide;876126-60-2;4-amino-3-methoxy-N-(1-methyl-4-piperidyl)benzamide;SCHEMBL738237;XBYFLVPPIOYEJF-UHFFFAOYSA-N;DTXSID501213598;MFCD22577760;CS-0330732;A1-09666;4-Amino-3-methoxy-N-(1-methyl-4-piperidinyl)benzamide;4-amino-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide;4-Amino-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide, AldrichCPR

Chemical Property of 4-Amino-3-methoxy-n-(1-methylpiperidin-4-yl)benzamide

Chemical Property:

• PSA: 67.59000
• LogP: 2.01140
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 263.16337692
• Heavy Atom Count: 19
• Complexity: 303

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1)NC(=O)C2=CC(=C(C=C2)N)OC

Technology Process of 4-Amino-3-methoxy-n-(1-methylpiperidin-4-yl)benzamide

There total 7 articles about 4-Amino-3-methoxy-n-(1-methylpiperidin-4-yl)benzamide 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: 89.0%

3-methoxy-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide (876126-59-9) → 4-amino-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide (876126-60-2)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; ethyl acetate; at 50 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.5b00084

Reference yield: 82.0%

→ 4-amino-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide (876126-60-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 30 ℃; under 750.075 Torr;

Reference yield: 62.0%

4-Amino-1-methylpiperidine (41838-46-4) + 3-methoxy-4-aminobenzoic acid (2486-69-3) → 4-amino-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide (876126-60-2)

Guidance literature:

3-methoxy-4-aminobenzoic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.166667h;

4-Amino-1-methylpiperidine; In dichloromethane; for 16h;

upstream raw materials:

4-Amino-1-methylpiperidine

3-methoxy-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide

3-methoxy-4-aminobenzoic acid

N-Boc-4-amino-3-methoxybenzoic acid

Downstream raw materials:

4-(9-cyclopentyl-7-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide

tert-butyl 6-(2-methoxy-4-(1-methylpiperidin-4-ylcarbamoyl)phenylamino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Refernces

• 1、 -. "BRD4-KINASE INHIBITORS AS CANCER THERAPEUTICS". Page/Page column 240. . Retrieved 2017/05/02.
• 2、 Chen, Lijia,Yap, Jeremy L.,Yoshioka, Makoto,Lanning, Maryanna E.,Fountain, Rachel N.,Raje, Mithun,Scheenstra, Jacob A.,Strovel, Jeffrey W.,Fletcher, Steven. "BRD4 Structure-Activity Relationships of Dual PLK1 Kinase/BRD4 Bromodomain Inhibitor BI-2536". . p. 764 - 769. Retrieved 2015/08/06.