1-Phenethylamine → HCID 178463328, compound

HRID 2218402Notes

Reaction equation

HRID 2218402 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.[C:27]1([CH:33]([NH2:35])[CH3:34])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[Cl:1][C:2]1[C:3]([NH:35][CH:33]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH3:34])=[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

Participants

3

Reactant 2

HCID 74081-PhenethylamineHCID 178478272HCID 178478272, compound

Product 1

HCID 178463328HCID 178463328, compoundYield 52.3%

Conditions

Temperature
200 °C

Procedure

6,7-Dichloro-2-[4-(2-morpholin-4-ylethoxy)phenyl]-3H-imidazo[4,5-b]pyridine (Example 206) (0.030 g, 0.072 mmol) was dissolved in l-phenylethylamine (1 ml, 7.83 mmol) and heated in a sealed vial at 200° C. for 2 h. The excess amine was removed under reduced pressure, and the solid residue was washed with diethyl ether, NH3 (28% in water) and CH3CN, giving the title product (0.018 g, 52%).

Workup

  1. customThe excess amine was removed under reduced pressure
  2. washthe solid residue was washed with diethyl ether, NH3 (28% in water) and CH3CN

Sources & evidence

ORD record
ord-7afd80bba3e341a18fb134860085f0f8
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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