Water → HCID 22936538, compound

HRID 853235Notes

Reaction equation

HRID 853235 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:31])OC2C=CC=CC=2)=[CH:18][CH:17]=1)#[N:2].[NH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=1.O>CS(C)=O>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=2)=[O:31])=[CH:18][CH:17]=1)#[N:2]

Participants

5

Reactant 3

HCID 962WaterHCID 104392-AminopyridineHCID 22936720HCID 22936720, compound

Product 1

HCID 22936538HCID 22936538, compoundYield 54.7%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

Phenyl N-(4-(6-cyano-7-methoxy-4-quinolyl)oxyphenyl)carbamate (150 mg) and 2-aminopyridine (69 mg) were dissolved in 1 ml of dimethylsulfoxide, and the solution was heated and stirred at 80° C. for 1.5 hours. After cooling, water was added, and the precipitated solid was filtered out and washed with ethyl acetate to obtain 82 mg of the title compound as light brown crystals (54% yield).

Workup

  1. temperaturethe solution was heated
  2. temperatureAfter cooling
  3. filtrationthe precipitated solid was filtered out
  4. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-f3f969363c134024b5a28d694bbf221b
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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