Pyrrolidine → HCID 178478273, compound

HRID 2218401Notes

Reaction equation

HRID 2218401 reaction equation
[Cl:1][C:2]1[C:3](Cl)=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1.[NH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>CN(C=O)C>[Cl:1][C:2]1[C:3]([N:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)=[C:4]2[N:10]=[C:9]([C:11]3[CH:12]=[CH:13][C:14]([O:17][CH2:18][CH2:19][N:20]4[CH2:21][CH2:22][O:23][CH2:24][CH2:25]4)=[CH:15][CH:16]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 178478272HCID 178478272, compound

Product 1

HCID 178478273HCID 178478273, compoundYield 19%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

6,7-Dichloro-2-[4-(2-morpholin-4-ylethoxy)phenyl]-3H-imidazo[4,5-b]pyridine (Example 206) (0.010 g, 0.025 mmol) and pyrrolidine (0.03 ml, 0.4 mmol) were dissolved in DMF (1 ml) and heated in a sealed vial at 150° C. for 3 h. The excess amine and the solvent were removed under reduced pressure, and the solid residue was washed with CH3CN, giving the title product (0.002 g, 19%).

Workup

  1. customThe excess amine and the solvent were removed under reduced pressure
  2. washthe solid residue was washed with CH3CN

Sources & evidence

ORD record
ord-c951da88c1424a889d4b9d22d85c520f
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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