ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide

Base Information

• Chemical Name: ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide
• CAS No.: 1022973-48-3
• Molecular Formula: C₂₅H₃₇ClN₆O₃S
• Molecular Weight: 537.126

Synonyms:ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide

Chemical Property of ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide

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Technology Process of ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide

There total 5 articles about ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide 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: 32.0%

N(4)-((1R,2R)-2-aminocyclohexyl)-5-chloro-N(2)-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl]pyrimidine-2,4-diamine (1022973-44-9) + Ethanesulfonyl chloride (594-44-5) → ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide (1022973-48-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.05.040

Reference yield:

(1R,2R)-N-(2,5-dichloro-pyrimidin-4-yl)cyclohexane-1,2-diamine (1245830-90-3) → ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide (1022973-48-3)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / 0.25 h / 0 °C

2: hydrogenchloride / 1,4-dioxane; ethyl methyl ether / 120 °C

3: water; potassium hydroxide / methanol / 7 h / 60 °C

4: triethylamine / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

With hydrogenchloride; water; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl methyl ether; dichloromethane;

DOI:10.1016/j.bmcl.2011.05.040

Reference yield:

(1R,2R)-1,2-diaminocyclohexane (20439-47-8) → ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide (1022973-48-3)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 0.08 h / 0 °C

2: triethylamine / tetrahydrofuran / 0.25 h / 0 °C

3: hydrogenchloride / 1,4-dioxane; ethyl methyl ether / 120 °C

4: water; potassium hydroxide / methanol / 7 h / 60 °C

5: triethylamine / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

With hydrogenchloride; water; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl methyl ether; dichloromethane;

DOI:10.1016/j.bmcl.2011.05.040

upstream raw materials:

N⁽⁴⁾-((1R,2R)-2-aminocyclohexyl)-5-chloro-N⁽²⁾-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl]pyrimidine-2,4-diamine

Ethanesulfonyl chloride

(1R,2R)-N-(2,5-dichloro-pyrimidin-4-yl)cyclohexane-1,2-diamine

N-[(1R,2R)-2-(2,5-dichloropyrimidin-4-ylamino)cyclohexyl]-2,2,2-trifluoroacetamide

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