Potassium Cyanide → HCID 21941870, compound

HRID 2216281Notes

Reaction equation

HRID 2216281 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[C:5]([CH2:14][NH:15][C:16](=[O:26])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:4][N:3]=1.[C-]#N.[K+].[N:30]12CCN(CC1)C[CH2:31]2>CS(C)=O.O>[C:31]([C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[C:5]([CH2:14][NH:15][C:16](=[O:26])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:4][N:3]=1)#[N:30]

Participants

5

Reactant 3

HCID 9032Potassium CyanideHCID 9237DabcoHCID 21941884HCID 21941884, compound

Product 1

HCID 21941870HCID 21941870, compound

Reagents, catalysts & solvents 1

HCID 23503278(Methanesulfinyl)methane--water (1/1)Solvent

Procedure

A solution of 0.036 g (0.096 mmol) of N-[2-chloro-4-(2,2-dimethyl-propylamino)-pyrimidin-5-ylmethyl]-2-(4-methoxy-phenyl)acetamide, 0.013 g (0.192 mmol) of KCN and 0.011 g (0.096 mmol) of 1.4-diazabicyclo[2.2.2]octan in 1 ml of DMSO/H2O (85:15) is stirred for 45 minutes at 60° C. The reaction mixture is cooled to r.t. and subjected to preparative HPLC. N-[2-cyano-4-(2,2-dimethyl-propylamino)-pyrimidin-5-ylmethyl]-2-(4-methoxy-phenyl)-acetamide is obtained as a white solid.

Sources & evidence

ORD record
ord-c9382d5f80c94d4b86c34ec46f2e2067
Source dataset
uspto-grants-2006_09
Patent number
US07112589B2

Reaction notes

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