3-Methoxyaniline → HCID 59174619, compound

HRID 1481666Notes

Reaction equation

HRID 1481666 reaction equation
[C:1]([O:5][C:6](=[O:34])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[C:20]([C:21](=[O:29])[NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:19][N:18]=[C:17](S(C)(=O)=O)[N:16]=2)[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:35][O:36][C:37]1[CH:38]=[C:39]([CH:41]=[CH:42][CH:43]=1)[NH2:40]>CC(N(C)C)=O>[C:1]([O:5][C:6](=[O:34])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[C:20]([C:21](=[O:29])[NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:19][N:18]=[C:17]([NH:40][C:39]3[CH:41]=[CH:42][CH:43]=[C:37]([O:36][CH3:35])[CH:38]=3)[N:16]=2)[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 108243-MethoxyanilineHCID 59174704HCID 59174704, compound

Product 1

HCID 59174619HCID 59174619, compoundYield 27.4%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
90 °C

Procedure

The 2-methylsulfone of 7 (1.0 g, 1.9 mmol) was mixed with 3-methoxyaniline (420 mg, 3.4 mmol) in DMA and the mixture was heated at 90° C. for 24 hours. Workup was done in a manner similar to that for Step-5 in Example 57 to give 9 (300 mg, 0.52 mmol).

Sources & evidence

ORD record
ord-006aa6db3c684bfb91733755b858bcca
Source dataset
uspto-grants-2016_08
Patent number
US09409921B2

Reaction notes

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