MI-538

Base Information

• Chemical Name: MI-538
• CAS No.: 1857417-10-7
• Molecular Formula: C₂₇H₂₅F₃N₈OS
• Molecular Weight: 566.61
• Mol file: 1857417-10-7.mol

Synonyms:

Chemical Property of MI-538

Chemical Property:

• Boiling Point: 812.0±65.0 °C(Predicted)
• PKA: 9.46±0.40(Predicted)
• Density: 1.56±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

MI-538 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of MI-538

There total 21 articles about MI-538 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: 45.0%

1-((1H-pyrazol-4-yl)methyl)-6-methoxy-5-((4-((6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)methyl)-1H-indole-2-carbonitrile → 1-((1H-pyrazol-4-yl)methyl)-6-hydroxy-5-((4-((6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)methyl)-1H-indole-2-carbonitrile (1857417-10-7)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1021/acs.jmedchem.5b01305

Reference yield:

tert-butyl 4-((6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate → 1-((1H-pyrazol-4-yl)methyl)-6-hydroxy-5-((4-((6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)methyl)-1H-indole-2-carbonitrile (1857417-10-7)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / dichloromethane; methanol; 1,4-dioxane / 20 °C

2: triethylamine; sodium tris(acetoxy)borohydride / dichloromethane / 15 h / 20 °C

3: hydrogenchloride / methanol; water / 1 h / 20 °C

4: boron tribromide / dichloromethane / 24 h / 0 - 20 °C

With hydrogenchloride; boron tribromide; sodium tris(acetoxy)borohydride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1021/acs.jmedchem.5b01305

Reference yield:

2-chloro-3-methylbenzoic acid (15068-35-6) → 1-((1H-pyrazol-4-yl)methyl)-6-hydroxy-5-((4-((6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)methyl)-1H-indole-2-carbonitrile (1857417-10-7)

Guidance literature:

Multi-step reaction with 16 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C

2: dichloromethane

3: sodium methylate / methanol / -10 - 4 °C

4: 5,5-dimethyl-1,3-cyclohexadiene / 0.17 h / Reflux

5: potassium hydroxide / methanol / Reflux

6: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C

7: ammonium hydroxide / dichloromethane / 20 °C

8: trichlorophosphate / chloroform / Reflux

9: dmap / acetonitrile / 1 h / 20 °C

10: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / Reflux

11: silver carbonate; water / acetone / 24 h / 20 °C

12: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

13: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

14: triethylamine; sodium tris(acetoxy)borohydride / dichloromethane / 15 h / 20 °C

15: hydrogenchloride / methanol; water / 1 h / 20 °C

16: boron tribromide / dichloromethane / 24 h / 0 - 20 °C

With hydrogenchloride; dmap; ammonium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); water; sodium methylate; boron tribromide; sodium tris(acetoxy)borohydride; caesium carbonate; triethylamine; N,N-dimethyl-formamide; silver carbonate; trifluoroacetic acid; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; tetrachloromethane; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1021/acs.jmedchem.5b01305

upstream raw materials:

2-chloro-3-methylbenzoic acid

(2-chloro-3-methylphenyl)methanol

2-chloro-3-methylbenzaldehyde

4-Chlor-5-methyl-indol-2-carbonsaeure