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

Base Information

• Chemical Name: 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
• CAS No.: 1022973-44-9
• Molecular Formula: C₂₃H₃₃ClN₆O
• Molecular Weight: 445.008

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

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Technology Process of 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

There total 4 articles about 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 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: 100.0%

N-((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)-2,2,2-trifluoroacetamide (1022973-42-7) → 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)

Guidance literature:

With water; potassium hydroxide; In methanol; at 60 ℃; for 7h;

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) → 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)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1016/j.bmcl.2011.05.040

Reference yield:

(1R,2R)-1,2-diaminocyclohexane (20439-47-8) → 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)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1016/j.bmcl.2011.05.040

upstream raw materials:

(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

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

(1R,2R)-1,2-diaminocyclohexane

Downstream raw materials:

propane-2-sulfonic 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

2,2,2-trifluoroethanesulfonic 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

cyclopropanesulfonic 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

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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