5-chloro-N₄-(2-(cyclopropylsulfonyl)phenyl)-N₂-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: 5-chloro-N₄-(2-(cyclopropylsulfonyl)phenyl)-N₂-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine
• CAS No.: 1564256-45-6
• Molecular Formula: C₂₅H₂₈ClN₅O₂S
• Molecular Weight: 498.049

Synonyms:5-chloro-N₄-(2-(cyclopropylsulfonyl)phenyl)-N₂-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine

Chemical Property of 5-chloro-N₄-(2-(cyclopropylsulfonyl)phenyl)-N₂-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine

Chemical Property:

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Technology Process of 5-chloro-N₄-(2-(cyclopropylsulfonyl)phenyl)-N₂-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine

There total 7 articles about 5-chloro-N₄-(2-(cyclopropylsulfonyl)phenyl)-N₂-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine 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: 39.4%

C13H11Cl2N3O2S (761440-18-0) + rac-8-amino-1,3-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine (919099-24-4) → 5-chloro-N4-(2-(cyclopropylsulfonyl)phenyl)-N2-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine (1564256-45-6)

Guidance literature:

With (1S)-10-camphorsulfonic acid; In isopropyl alcohol; at 80 ℃; for 1h; Microwave irradiation;

DOI:10.1021/ml400373j

Reference yield:

C18H18N2O2 (1564256-60-5) → 5-chloro-N4-(2-(cyclopropylsulfonyl)phenyl)-N2-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine (1564256-45-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / 1,2-dichloro-ethane / 2 h / Reflux

2.1: methanol / Reflux

3.1: acetic acid / dichloromethane / 0.5 h

3.2: 1 h / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h

5.1: (1S)-10-camphorsulfonic acid / isopropyl alcohol / 1 h / 80 °C / Microwave irradiation

With palladium 10% on activated carbon; (1S)-10-camphorsulfonic acid; hydrogen; potassium carbonate; acetic acid; In methanol; dichloromethane; 1,2-dichloro-ethane; isopropyl alcohol;

DOI:10.1021/ml400373j

Reference yield:

C11H12N2O2 (1564256-63-8) → 5-chloro-N4-(2-(cyclopropylsulfonyl)phenyl)-N2-(3,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)pyrimidine-2,4-diamine (1564256-45-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / dichloromethane / 0.5 h

1.2: 1 h / 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h

3.1: (1S)-10-camphorsulfonic acid / isopropyl alcohol / 1 h / 80 °C / Microwave irradiation

With palladium 10% on activated carbon; (1S)-10-camphorsulfonic acid; hydrogen; acetic acid; In methanol; dichloromethane; isopropyl alcohol;

DOI:10.1021/ml400373j

upstream raw materials:

C₁₃H₁₁Cl₂N₃O₂S

rac-8-amino-1,3-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

C₁₈H₁₈N₂O₂

C₁₁H₁₂N₂O₂

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