Dimethylformamide → Methyl 2-[4-(ethylsulfonyl)phenoxy]-5-nitro-4-[(2-pyridinylcarbonyl)amino]benzoate

HRID 2080666Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.F[C:13]1[CH:22]=[C:21]([NH:23][C:24]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=2)=[O:25])[C:20]([N+:32]([O-:34])=[O:33])=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16].[CH2:35]([S:37]([C:40]1[CH:45]=[CH:44][C:43]([OH:46])=[CH:42][CH:41]=1)(=[O:39])=[O:38])[CH3:36]>O>[CH2:35]([S:37]([C:40]1[CH:45]=[CH:44][C:43]([O:46][C:13]2[CH:22]=[C:21]([NH:23][C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=3)=[O:25])[C:20]([N+:32]([O-:34])=[O:33])=[CH:19][C:14]=2[C:15]([O:17][CH3:18])=[O:16])=[CH:42][CH:41]=1)(=[O:39])=[O:38])[CH3:36]

Participants

Conditions

Temperature: 80 °C

Procedure

3.5 g of potassium carbonate was added to a dimethylformamide (110 ml) solution of 6 g of methyl 2-fluoro-5-nitro-4-[(2-pyridinylcarbonyl)amino]benzoate and 3.48 g of 4-(ethylsulfonyl)phenol obtained in Reference Example 2, and stirred under heat at 80° C. for 30 minutes. The reaction liquid was restored to room temperature, poured into 300 ml of water, and the formed solid was taken out through filtration. This was dried under reduced pressure to obtain 7.46 g of the entitled compound as a yellow solid.

Workup

customobtained in Reference Example 2
customThe reaction liquid
customwas restored to room temperature
filtrationthe formed solid was taken out through filtration
customThis was dried under reduced pressure

Sources & evidence

ORD record: ord-e12567b778ec454bb495e6be41f75441
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07932394B2

Reaction notes

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