4-(Methylsulfonyl)aniline → HCID 51031028, compound

HRID 1192213Notes

Reaction equation

HRID 1192213 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:19])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[C:17]#[N:18].[CH3:20][S:21]([C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=1)(=[O:23])=[O:22]>>[C:17]([C:10]1[CH:11]=[C:12]([C:14]([NH:28][C:27]2[CH:26]=[CH:25][C:24]([S:21]([CH3:20])(=[O:23])=[O:22])=[CH:30][CH:29]=2)=[O:16])[S:13][C:9]=1[S:8][C:7]1[C:6]([Cl:19])=[CH:5][N:4]=[CH:3][C:2]=1[Cl:1])#[N:18]

Participants

3

Reactant 2

HCID 796174-(Methylsulfonyl)anilineHCID 60207415HCID 60207415, compound

Product 1

HCID 51031028HCID 51031028, compound

Procedure

Prepared according to the procedure described for example 44 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-cyano-thiophene-2-carboxylic acid (47 mg, 0.14 mmol) from step C of example 203 and 4-methylsulfonylaniline (26.0 mg, 0.15 mmol). The crude material was purified by reverse phase HPLC and the title compound was obtained as a yellow solid (3.5 mg, 5% yield). MS m/z: 484.94, 485.94 [M+H]+.

Workup

  1. customPrepared
  2. customThe crude material was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-1ff5acdc89cf422e996df81e567f6412
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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