Aniline → HCID 178495921, compound

HRID 2218405Notes

Reaction equation

HRID 2218405 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4]2[NH:10][C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)=[CH:15][CH:14]=3)=[N:12][C:3]=12.[NH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[NH:28]([C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4]2[NH:10][C:11]([C:13]3[CH:14]=[CH:15][C:16]([O:19][CH2:20][CH2:21][N:22]([CH2:27][CH2:26][O:25][CH3:24])[CH3:23])=[CH:17][CH:18]=3)=[N:12][C:3]=12)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 178510329HCID 178510329, compound

Product 1

HCID 178495921HCID 178495921, compoundYield 2%

Conditions

Temperature
180 °C

Procedure

7-Chloro-2-[4-(2-morpholin-4-ylethoxy)phenyl]-3H-imidazo[4,5-b]pyridine-6-carbonitrile (Example 243) (0.050 g, 0.13 mmol) was dissolved in aniline (2 ml) and heated at 180° C. for 3 h in a sealed vial. The excess aniline was evaporated and the crude product was purified by HPLC-C18, giving the title product (0.001 g, 2%).

Workup

  1. customThe excess aniline was evaporated
  2. customthe crude product was purified by HPLC-C18

Sources & evidence

ORD record
ord-cc3fc83042644f33b21a217fd63053d0
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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