4-Methylmorpholine → HCID 178512273, compound

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][C:8](=[N:16][C:17]#[N:18])OC2C=CC=CC=2)[CH:2]=1.[Cl:19][C:20]1[CH:21]=[C:22]([C:26]2([NH2:30])[CH2:29][CH2:28][CH2:27]2)[CH:23]=[CH:24][CH:25]=1.CN1CCOCC1>O1CCOCC1>[Cl:19][C:20]1[CH:21]=[C:22]([C:26]2([NH:30][C:8](=[N:16][C:17]#[N:18])[NH:7][C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[CH2:29][CH2:28][CH2:27]2)[CH:23]=[CH:24][CH:25]=1

Participants

Procedure

A stirred mixture of N-(3-pyridyl)-N'-cyano-O-phenylisourea (see, Example 5 for procedure) (2.62 g, 0.0110 mol), the product from Step 4 (2.00 g, 0.0110 mol), N-methylmorpholine (3.00 ml, 0.275 mol) and 1,4-dioxane (40 ml) was refluxed, under nitrogen for 4 hours and kept ambient temperature for 1 hour. The product which had precipitated from the mixture was collected by filtration, washed with tert-butyl methyl ether and crystallized from CH3CN to give 1.65 g (46%) of the titled product, m.p. 201°-202° C.