Pyrrolidine-1-carbonitrile → HCID 178454466, compound

Reaction equation

[ClH:1].[CH2:2]([C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:12]=[CH:13][CH:14]=1)[NH2:11])=[O:6])[CH2:3][CH3:4].[N:15]1([C:20]#[N:21])[CH2:19][CH2:18][CH2:17][CH2:16]1>ClC1C=CC=CC=1.CN(C)C1C=CN=CC=1>[ClH:1].[CH2:2]([C:5]([NH:7][C:8]1[CH:9]=[C:10]([NH:11][C:20]([N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[NH:21])[CH:12]=[CH:13][CH:14]=1)=[O:6])[CH2:3][CH3:4]

Participants

Procedure

To a stirred suspension of the product of step (a), 2.3 g, 0.0135 moles, in 35ml of chlorobenzene was added 4-dimethylaminopyridine. To this was added 1-pyrrolidinecarbonitrile, 1.2 ml, 0.006 moles, and the reaction was heated to reflux for 8 hours. The reaction cooled to room temperature and the solvent was decanted. To the residue was added 25 ml of isopropanol and 150 ml of ethyl acetate. A solid crystallized and was collected by filtration. The above solid was then dried at 80° C. for 24 hours giving N-(3-(((propyl)carbonyl)amino)phenyl)-1-pyrrolidinecarboximidamide hydrochloride, 1.5 g, m.p. 207°-208° C.