Water → HCID 22936538, compound

HRID 387713Notes

Reaction equation

HRID 387713 reaction equation
C1([O:7][C:8](=O)[NH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]3[C:26]4[C:21](=[CH:22][C:23]([O:29][CH3:30])=[C:24]([C:27]#[N:28])[CH:25]=4)[N:20]=[CH:19][CH:18]=3)=[CH:12][CH:11]=2)C=CC=CC=1.[NH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=1.O>CS(C)=O>[C:27]([C:24]1[CH:25]=[C:26]2[C:21](=[CH:22][C:23]=1[O:29][CH3:30])[N:20]=[CH:19][CH:18]=[C:17]2[O:16][C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:8]([NH:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=2)=[O:7])=[CH:11][CH:12]=1)#[N:28]

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-6d4c40a96a3c48c9a91b4b240739422e
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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