4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile

Base Information

Chemical Name:4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile
CAS No.:106502-44-7
Molecular Formula:C₂₂H₃₂N₄O₂
Molecular Weight:384.522
Hs Code.:

Synonyms:4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile

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Chemical Property of 4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile

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Technology Process of 4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile

There total 6 articles about 4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile 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:

: 39731-09-4
4-benzyloxylindole-2-carboxylic acid

: 106502-44-7
4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂, DMF / CH₂Cl₂ / 3 h / Ambient temperature

2: NH₃ / CH₂Cl₂; diethyl ether / -20 °C

3: 83 percent / trifluoroacetic acid anhydride, pyridine / 2 h / 0 °C

4: 82 percent / ammonium formate / 5percent Pd/C / methanol / a) RT, 1 h, b) reflux

5: 75 percent / morpholine / 2.5 h / Heating

6: 5 h / 70 °C

With morpholine; pyridine; thionyl chloride; ammonia; ammonium formate; N,N-dimethyl-formamide; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jm00387a005

Reference yield:

: 34609-37-5
4-benzyloxy-1H-indole-2-carboxamide

: 106502-44-7
4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / trifluoroacetic acid anhydride, pyridine / 2 h / 0 °C

2: 82 percent / ammonium formate / 5percent Pd/C / methanol / a) RT, 1 h, b) reflux

3: 75 percent / morpholine / 2.5 h / Heating

4: 5 h / 70 °C

With morpholine; pyridine; ammonium formate; trifluoroacetic anhydride; palladium on activated charcoal; In methanol;
DOI:10.1021/jm00387a005

Reference yield:

: 39843-67-9
4-Benzyloxy-1H-indole-2-carbonyl chloride

: 106502-44-7
4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: NH₃ / CH₂Cl₂; diethyl ether / -20 °C

2: 83 percent / trifluoroacetic acid anhydride, pyridine / 2 h / 0 °C

3: 82 percent / ammonium formate / 5percent Pd/C / methanol / a) RT, 1 h, b) reflux

4: 75 percent / morpholine / 2.5 h / Heating

5: 5 h / 70 °C

With morpholine; pyridine; ammonia; ammonium formate; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jm00387a005