tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate

Base Information

• Chemical Name: tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate
• CAS No.: 1354251-15-2
• Molecular Formula: C₁₇H₂₂ClFN₄O₂
• Molecular Weight: 368.839
• Mol file: 1354251-15-2.mol

Synonyms:tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate

Chemical Property of tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate

There total 3 articles about tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate 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: 96.0%

2,6-dichloro-5-fluoro-pyridine-3-carbonitrile (82671-02-1) + tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate (365996-30-1) → tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate (1354251-15-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; N,N-dimethyl-d₆-formamide; at 20 - 70 ℃; for 3.08333h;

Reference yield:

(1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol (121282-70-0,145166-06-9,477584-30-8) → tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate (1354251-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethylazodicarboxylate; triphenylphosphine; diphenyl phosphoryl azide / tetrahydrofuran; toluene / 20 °C / Cooling with ice

1.2: 60 °C / Reflux

2.1: potassium carbonate / tetrahydrofuran; 1,4-dioxane / 18 h / 60 °C / Reflux

With diphenyl phosphoryl azide; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; toluene;

Reference yield:

C8H8O3*C11H22N2O2 (1391731-16-0) → tert-butyl ((1S,2R)-2-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)cyclohexyl)carbamate (1354251-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water; tert-butyl methyl ether / 15 - 25 °C

2: N-ethyl-N,N-diisopropylamine / isopropyl alcohol; N,N-dimethyl-d₆-formamide / 3.08 h / 20 - 70 °C

With N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tert-butyl methyl ether; water; isopropyl alcohol; N,N-dimethyl-d₆-formamide;

upstream raw materials:

2,6-dichloro-5-fluoro-pyridine-3-carbonitrile

tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate

(1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol

C₈H₈O₃*C₁₁H₂₂N₂O₂

Downstream raw materials:

tert-butyl ((1S,2R)-2-((7-fluoro-4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-yl)amino)cyclohexyl)carbamate

3-(6-((1R,2S)-2-aminocyclohexylamino)-3-carbamoyl-5-fluoropyridin-2-ylamino)-5-fluoropyridine-1-oxide

C₂₅H₃₂FN₅O₅

6-((1R,2S)-2-aminocyclohexylamino)-2-(2,3-dihydrobenzo[b][1,4]dioxin-6-ylamino)-5-fluoronicotinamide hydrochloride