Reaktion #363809

Reaktionsgleichung

formanilide

2-hydroxyethylamine

13-aza-6-oxadispiro[4.2.4.I]tridecane

oxazolidine

2-Chloro-3-methylaniline

→

1-Hydroxymethylcyclopentanamine HCl salt

1-(cyclopentylamino)-1-(hydroxymethyl)cyclopentane

Reaktionsbedingungen

Vorschrift

2-Chloro-3-methylaniline was converted to the 2-chloro-3-methylformanilide according to Method A3a, Step 1. The formanilide was converted to 2-chloro-3-methylphenyl isocyanide dichloride according to Method A3a, Step 2. 1-Hydroxymethylcyclopentanamine HCl salt was synthesized according to Method B1c. The 2-hydroxyethylamine was converted to 13-aza-6-oxadispiro[4.2.4.I]tridecane according to Method B4d, Step 1. The oxazolidine was reductively opened according to Method B4d, Step 2 to give 1-(cyclopentylamino)-1-(hydroxymethyl)cyclopentane. The substituted 2-hydroxyethylamine was converted to 1-(cyclopentylamino)-1-(thioacetylmethyl)cyclopentane according to Method C6c, Step 1. The thioacetate was hydrolyzed according to Method C6c, Step 2 to give 1-(cyclopentylamino)-1-(thiomethyl)cyclopentane. The 2-thioethylamine was reacted with 2-chloro-3-methylphenyl isocyanide dichloride according to Method C6c to afford 2-(2-chloro-3-methylphenylimino)-1-cyclopentyl-3-thia-1-azaspiro[4.4]nonane.

Quelle