Sodium Cyanide → 2-Methyl-4-{4-[2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-phenyl}-butyronitrile

HRID 1435014Notes

Reaction equation

HRID 1435014 reaction equation
[CH3:1][CH:2](OS(C1C=CC(C)=CC=1)(=O)=O)[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([NH:17][CH:18]3[CH2:23][C:22]([CH3:25])([CH3:24])[NH:21][C:20]([CH3:27])([CH3:26])[CH2:19]3)[N:12]=2)=[CH:7][CH:6]=1.[C-:39]#[N:40].[Na+]>CN(C=O)C>[CH3:1][CH:2]([CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([NH:17][CH:18]3[CH2:19][C:20]([CH3:27])([CH3:26])[NH:21][C:22]([CH3:24])([CH3:25])[CH2:23]3)[N:12]=2)=[CH:9][CH:10]=1)[C:39]#[N:40]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 57936278Toluene-4-sulfonic acid 1-methyl-3-{4-[2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-phenyl}-propyl ester

Product 1

HCID 579362282-Methyl-4-{4-[2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-phenyl}-butyronitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from toluene-4-sulfonic acid 1-methyl-3-{4-[2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-phenyl}-propyl ester (Step A of Example 196) and NaCN in DMF. Yield 11 mg (72%).

Sources & evidence

ORD record
ord-48f3272cee3d4f98bbe58e2996de48ce
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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