Sodium Cyanide → HCID 67164219, compound

HRID 552546Notes

Reaction equation

HRID 552546 reaction equation
[N:1]12[CH2:8][CH2:7][N:4]([CH2:5][CH2:6]1)CC2.[C-]#N.[Na+].ClC1[N:18]=[C:17]([C:19]2[CH:24]=[C:23]([F:25])[CH:22]=[C:21]([F:26])[CH:20]=2)[CH:16]=C(C)N=1>CS(C)=O>[F:25][C:23]1[CH:24]=[C:19]([C:17]2[CH:16]=[C:6]([CH3:5])[N:1]=[C:8]([C:7]#[N:4])[N:18]=2)[CH:20]=[C:21]([F:26])[CH:22]=1

Participants

5

Reactant 3

HCID 8929Sodium CyanideHCID 9237DabcoHCID 79073239HCID 79073239, compound

Product 1

HCID 67164219HCID 67164219, compoundYield 530%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
32.5 °C

Procedure

To a solution and 13 mg of 1,4-Diazabicyclo[2.2.2]octane (DABCO) in 5 ml of DMSO and 60 mg (1.22 mmol) of sodium cyanide were added 280 mg (1.16 mmol) of 2-Chloro-4-(3,5-difluoro-phenyl)-6-methyl-pyrimidine. After stirring for 3 h at 30-35° C., the mixture was worked according to standard procedures to yield the title compound (142 mg, 53%) as a light yellow crystalline solid, negative-ion MS (ISP): m/e=230.4 [M−H]−.

Sources & evidence

ORD record
ord-caf166b461c74ce5b7f2fce4c9c4d966
Source dataset
uspto-grants-2011_05
Patent number
US07951824B2

Reaction notes

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