HCID 57936130, compound → HCID 57936183, compound

HRID 1434992Notes

Reaction equation

HRID 1434992 reaction equation
[NH2:1][C:2]([CH3:29])([CH3:28])[C:3]#[C:4][C:5]1[N: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>CCO.[Pd]>[NH2:1][C:2]([CH3:29])([CH3:28])[CH2:3][CH2:4][C:5]1[N: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

Participants

4

Reactant 1

HCID 57936130HCID 57936130, compound

Product 1

HCID 57936183HCID 57936183, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

{4-[6-(3-Amino-3-methyl-but-1-ynyl)-pyridin-3-yl]-pyrimidin-2-yl}-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine (105 mg, 0.25 mmol) was dissolved in EtOH (100 ml) and hydrogenated at 1 atm over Pd/C (10%, 105 mg) for 2 hours at room temperature. The reaction mixture was filtered, evaporated, taken up in TBME/MeOH/ammonia (90/9/1) and passed through a bed of silicagel to give the title compound as slightly yellowish crystals, crystallized from ether. Yield: 35 mg (33%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-d3dd269bba1949b0b6018512e9dd6049
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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