2-Chloro-4,6-bis(morpholin-4-yl)-1,3,5-triazine → 4-(4,6-Dimorpholino-1,3,5-triazin-2-yl)benzonitrile

HRID 1408442Notes

Reaction equation

HRID 1408442 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]=[C:4]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[N:3]=1.[C:20]([C:22]1[CH:27]=[CH:26][C:25](B2OC(C)(C)C(C)(C)O2)=[CH:24][CH:23]=1)#[N:21]>CCCCCC.C(OCC)(=O)C>[O:17]1[CH2:18][CH2:19][N:14]([C:4]2[N:5]=[C:6]([N:8]3[CH2:13][CH2:12][O:11][CH2:10][CH2:9]3)[N:7]=[C:2]([C:25]3[CH:26]=[CH:27][C:22]([C:20]#[N:21])=[CH:23][CH:24]=3)[N:3]=2)[CH2:15][CH2:16]1

Participants

4

Reactant 2

HCID 2249672-Chloro-4,6-bis(morpholin-4-yl)-1,3,5-triazineHCID 27346254-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Product 1

HCID 585077204-(4,6-Dimorpholino-1,3,5-triazin-2-yl)benzonitrileYield 40%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Following the general procedure A, 4,4′-(6-chloro-1,3,5-triazine-2,4-diyl)dimorpholine was coupled with 4-cyanophenylboronic acid pinacol ester with reaction time of 15 h. Chromatography (hexane/ethyl acetate 1:1) gave the 40% of the title compound as a colorless solid.

Sources & evidence

ORD record
ord-0f4c68454d6b4ba9973d2243d038a6a9
Source dataset
uspto-grants-2014_12
Patent number
US08921361B2

Reaction notes

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