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PROBLEM 7.22

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Organic Chemistry
Found in: Page 268

Short Answer

Question: What neutral nucleophile is needed to convert C to D? Imatinib, an effective treatment for certain cancers, is prepared in one step from D.

Answer

The neutral nucleophile that is needed to convert C to D is given below:

See the step by step solution

Step by Step Solution

Neutral nucleophile

Nucleophiles that do not possess a charge are referred to as neutral nucleophiles. Some examples of neutral nucleophiles include , R-OH and R-O-R.

Imatinib

Imatinib belongs to the category of medication “kinase inhibitor.”

It can cure certain kinds of cancer and other conditions like gastrointestinal stromal tumors and acute lymphocytic leukemia.

Determination of neutral nucleophile that is needed to convert C to D

The neutral nucleophile that is required to transform C to D is:

Neutral nucleophile that is required to transform C to D

The chlorine atom of compound C is replaced by a nitrogen atom through a new group. This indicates that a substitution reaction is also taking place within the reaction. The lone pair of electrons on the nitrogen atom strikes the electron-deficient atom to form product D as:

Transformation of compound C to compound D

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