(1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide

Base Information

• Chemical Name: (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide
• CAS No.: 1350710-23-4
• Molecular Formula: C₂₉H₃₀BrClFN₃O₂
• Molecular Weight: 586.932

Synonyms:(1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide

Chemical Property of (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide

There total 6 articles about (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide 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:

1-(4-chlorophenyl)-1-(2-fluoropyridin-4-yl)methanamine (1350712-28-5) + (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylic acid hydrochloride (1350711-82-8) → (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide (1350710-23-4) + (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((R)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide (1350710-22-3)

Guidance literature:

(1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylic acid hydrochloride; With HATU; In N,N-dimethyl acetamide; at 20 ℃; for 0.166667h;

1-(4-chlorophenyl)-1-(2-fluoropyridin-4-yl)methanamine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; for 0.833333h;

Reference yield:

trans-4-bromocinnamic acid (1200-07-3,5676-63-1,17916-60-8) → (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide (1350710-23-4) + (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((R)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide (1350710-22-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 5 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.58 h / -65 °C

2.2: 0.75 h / -65 °C

3.1: diethylaluminium chloride / dichloromethane / 0 - 20 °C

4.1: 2,2-Dimethyl-1,3-propanediol / toluene-4-sulfonic acid / toluene / 3 h / Reflux

4.2: 0 - 20 °C

5.1: sodium hydrogen sulfate / water; ethyl acetate / 12 h / 20 °C

6.1: methanol / benzene / 20 °C

7.1: titanium(IV) isopropylate / dichloromethane / 20 °C

7.2: -78 - 20 °C

8.1: lithium hydroxide / tetrahydrofuran / 24 h / 70 °C

8.2: Cooling with ice

9.1: HATU / N,N-dimethyl acetamide / 0.17 h / 20 °C

9.2: 0.83 h

With titanium(IV) isopropylate; methanol; sodium hydrogen sulfate; n-butyllithium; oxalyl dichloride; diethylaluminium chloride; 2,2-Dimethyl-1,3-propanediol; HATU; lithium hydroxide; toluene-4-sulfonic acid; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; toluene; benzene;

Reference yield:

4-bromocinnamoyl chloride (27465-66-3,13565-09-8) → (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((S)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide (1350710-23-4) + (1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)((R)-2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexanecarboxamide (1350710-22-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran / 0.58 h / -65 °C

1.2: 0.75 h / -65 °C

2.1: diethylaluminium chloride / dichloromethane / 0 - 20 °C

3.1: 2,2-Dimethyl-1,3-propanediol / toluene-4-sulfonic acid / toluene / 3 h / Reflux

3.2: 0 - 20 °C

4.1: sodium hydrogen sulfate / water; ethyl acetate / 12 h / 20 °C

5.1: methanol / benzene / 20 °C

6.1: titanium(IV) isopropylate / dichloromethane / 20 °C

6.2: -78 - 20 °C

7.1: lithium hydroxide / tetrahydrofuran / 24 h / 70 °C

7.2: Cooling with ice

8.1: HATU / N,N-dimethyl acetamide / 0.17 h / 20 °C

8.2: 0.83 h

With titanium(IV) isopropylate; methanol; sodium hydrogen sulfate; n-butyllithium; diethylaluminium chloride; 2,2-Dimethyl-1,3-propanediol; HATU; lithium hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; toluene; benzene;

upstream raw materials:

trans-4-bromocinnamic acid

4-bromocinnamoyl chloride

(4R)-4-benzyl-3-{[(1R,2R)-2-(4-bromophenyl)-4-oxocyclohexyl]carbonyl}-1,3-oxazolidin-2-one

N-cyclohexylcyclohexanaminium (1R,2R)-2-(4-bromophenyl)-4-oxocyclohexane-carboxylate

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