[Cl:1]C1C(Cl)=CC=CC=1N.C(NC1C=CC=CC=1)=O.OCCN.[CH2:23]1[C:27]2([NH:35][C:30]3([CH2:34][CH2:33][CH2:32][CH2:31]3)[CH2:29][O:28]2)[CH2:26][CH2:25][CH2:24]1.O1CCNC1>>[ClH:1].[OH:28][CH2:29][C:30]1([NH2:35])[CH2:34][CH2:33][CH2:32][CH2:31]1.[CH:27]1([NH:35][C:30]2([CH2:29][OH:28])[CH2:34][CH2:33][CH2:32][CH2:31]2)[CH2:23][CH2:24][CH2:25][CH2:26]12,3-Dichloroaniline was converted to the 2,3-dichloroformanilide according to Method A3a, Step 1. The formanilide was converted to 2,3-dichlorophenyl 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[4.2.4.1]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-(acetylthiomethyl)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 2,3-dichlorophenyl isocyanide dichloride according to Method C6c to afford 2-(2,3-dichlorophenylimino)-1-cyclopentyl-3-thia-1-azaspiro[4.4]nonane.
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