6-Azido-4-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-5-propyl-pyrimidine → 6-Amino-4-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-5-propyl-pyrimidine

HRID 916639Notes

Reaction equation

HRID 916639 reaction equation
[N:1]([C:4]1[N:9]=[CH:8][N:7]=[C:6]([CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[C:12]2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[N:17]=2)[C:5]=1[CH2:23][CH2:24][CH3:25])=[N+]=[N-]>CO.[Pd]>[NH2:1][C:4]1[N:9]=[CH:8][N:7]=[C:6]([CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[C:12]2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[N:17]=2)[C:5]=1[CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 1

HCID 223131686-Azido-4-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-5-propyl-pyrimidine

Product 1

HCID 117230296-Amino-4-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-5-propyl-pyrimidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Pd/C (10%, 10 mg) is added to a solution of 104 (2 mmol) in MeOH (20 ml). The mixture is stirred under H2 at 30 psi for 4 hours. The catalyst is removed by filtration and the filtrate is evaporated in vacuo. The light resulting yellow solid (105) is used in the next step without further purification.

Workup

  1. customThe catalyst is removed by filtration
  2. customthe filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-fd5ed461658f4a5e994264ca3414b1ec
Source dataset
uspto-grants-2007_09
Patent number
US07271170B2

Reaction notes

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