Please explain the synthesis of this scheme using the iupac names of each structure in the scheme 19SpRedAm enzyme+ CHÍNH: Surcinic acid HN839thAbrocitinibH₂NDIEA+PYOHL5°Figure 2. Schematic diagram of Synthesis of AbrocitinibCDLH,204NH₂OHCH₂ONa,CH,OH

We have been given a molecule Abrocitinib, which is actually a drug used for the treatment of…

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Please explain the synthesis of this scheme using the iupac names of each structure in the scheme

Chemistry & Chemical Reactivity

10th Edition

ISBN:9781337399074

Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel

Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel

Chapter23: Carbon: Not Just Another Element

Section: Chapter Questions

Problem 52PS

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Question

Please explain the synthesis of this scheme using the iupac names of each structure in the scheme

1
9
SpRedAm enzyme
+ CHÍNH: Surcinic acid HN
8
39th
Abrocitinib
H₂N
DIEA+PYOHL
5°
Figure 2. Schematic diagram of Synthesis of Abrocitinib
CDL
H,204
NH₂OH
CH₂ONa,
CH,OH

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Step 1: Establishing the concept

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Step 2: Reductive amination of ketone with methylamine.

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Step 3: Aromatic nucleophilic substitution of a 4 chloropyrimidine derivative

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Step 4: Conversion of ester to N-hydroxyamide

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Step 5: Lossen rearrangement of N-hydroxyamide to amine in presence of acid.

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Step 6: Conversion of amine to propanesulfonamido group

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