2-(5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)pyrimidin-4-ylamino)-N,3-dimethylbenzamide

Base Information

• Chemical Name: 2-(5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)pyrimidin-4-ylamino)-N,3-dimethylbenzamide
• CAS No.: 1022971-96-5
• Molecular Formula: C₂₅H₂₇ClN₆O₂
• Molecular Weight: 478.981
• DSSTox Substance ID: DTXSID401103788
• ChEMBL ID: CHEMBL1644807
• Mol file: 1022971-96-5.mol

Synonyms:CHEMBL1644807;SCHEMBL886149;JEJMGRGVWDBWRI-UHFFFAOYSA-N;DTXSID401103788;BDBM50334095;1022971-96-5;2-(5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)pyrimidin-4-ylamino)-N,3-dimethylbenzamide;2-[[5-Chloro-2-[(2,3,4,5-tetrahydro-5,5-dimethyl-2-oxo-1H-1-benzazepin-7-yl)amino]-4-pyrimidinyl]amino]-N,3-dimethylbenzamide;2-[5-Chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-3,N-dimethyl-benzamide

Chemical Property of 2-(5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)pyrimidin-4-ylamino)-N,3-dimethylbenzamide

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 478.1884018
• Heavy Atom Count: 34
• Complexity: 736

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)NC)NC2=NC(=NC=C2Cl)NC3=CC4=C(C=C3)NC(=O)CCC4(C)C

Technology Process of 2-(5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)pyrimidin-4-ylamino)-N,3-dimethylbenzamide

There total 7 articles about 2-(5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)pyrimidin-4-ylamino)-N,3-dimethylbenzamide 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: 3.0%

7-amino-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (1022965-12-3) + 2-(2,5-dichloro-pyrimidin-4-ylamino)-3,N-dimethyl-benzamide (1022969-81-8) → 2-[5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-3,N-dimethyl-benzamide (1022971-96-5)

Guidance literature:

With camphor-10-sulfonic acid; In isopropyl alcohol; at 120 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1016/j.bmcl.2010.11.045

Reference yield:

5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (221692-43-9) → 2-[5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-3,N-dimethyl-benzamide (1022971-96-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; nitric acid / 0.17 h / 0 °C

2: 10% palladium on activated carbon; hydrazine hydrate / ethanol / 16 h / 60 °C

3: camphor-10-sulfonic acid / isopropyl alcohol / 0.33 h / 120 °C / Microwave irradiation

With sulfuric acid; 10% palladium on activated carbon; camphor-10-sulfonic acid; nitric acid; hydrazine hydrate; In ethanol; isopropyl alcohol;

DOI:10.1016/j.bmcl.2010.11.045

Reference yield:

N-methyl-3-methyl-2-aminobenzamide (870997-57-2) → 2-[5-chloro-2-(5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-3,N-dimethyl-benzamide (1022971-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 21 h / 100 °C

2: camphor-10-sulfonic acid / isopropyl alcohol / 0.33 h / 120 °C / Microwave irradiation

With camphor-10-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; isopropyl alcohol;

DOI:10.1016/j.bmcl.2010.11.045

upstream raw materials:

N-methyl-3-methyl-2-aminobenzamide

7-amino-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one

2-(2,5-dichloro-pyrimidin-4-ylamino)-3,N-dimethyl-benzamide

4,4-dimethyl-3,4-dihydro-2H-naphthalen-1-one oxime