Sodium Cyanide → HCID 67403555, compound

HRID 2274162Notes

Reaction equation

HRID 2274162 reaction equation
Cl[C:2]1[N:11]=[C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:7][CH:8]=2)[N:3]=1.[N:24]12CCN(CC1)C[CH2:25]2.[C-]#N.[Na+]>CS(C)=O>[N:18]1([C:6]2[CH:5]=[C:4]3[C:9]([C:10]([N:12]4[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]4)=[N:11][C:2]([C:25]#[N:24])=[N:3]3)=[CH:8][CH:7]=2)[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 8929Sodium CyanideHCID 9237DabcoHCID 53467339HCID 53467339, compound

Product 1

HCID 67403555HCID 67403555, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

0.20 g (0.60 mmol) of 2-chloro-7-morpholin-4-yl-4-piperidin-1-ylquinazoline and 0.067 g (0.60 mmol) of 1,4-diazabicyclo[2.2.2]octane were dissolved in 3.0 ml of dimethyl sulfoxide. After 1.0 h, 0.03 g (0.60 mmol) of sodium cyanide were added, and the reaction mixture was subsequently stirred at 80° C. for 24 h. Conventional work-up gave 0.17 g of 7-morpholin-4-yl-4-piperidin-1-ylquinazoline-2-carbonitrile (No. 58).

Sources & evidence

ORD record
ord-32783bbf30904e35b4e8643faec0e804
Source dataset
uspto-grants-2015_09
Patent number
US09126952B2

Reaction notes

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