4-Chloro-6-(2-methoxyphenyl)pyrimidine → (3-[6-(2-methoxyphenyl)-4-pyrimidinyl]aminophenyl)-N-propylmethanesulfonamide

HRID 1890974Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][S:11]([NH:14][CH2:15][CH2:16][CH3:17])(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O.Cl[C:19]1[CH:24]=[C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[O:31][CH3:32])[N:22]=[CH:21][N:20]=1>CN(C=O)C>[CH3:32][O:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C:23]1[N:22]=[CH:21][N:20]=[C:19]([NH:1][C:4]2[CH:5]=[C:6]([CH2:10][S:11]([NH:14][CH2:15][CH2:16][CH3:17])(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=2)[CH:24]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of (3-nitrophenyl)-N-propylmethanesulfonamide (0.114 g, 0.5 mmol) and 4-chloro-6-(2-methoxyphenyl)-pyrimidine (0.110 g, 0.5 mmol) in DMFA (3 mL) was stirred at 80° C. till the end of the reaction (TLC control) and then concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica to afford the (3-[6-(2-methoxyphenyl)-4-pyrimidinyl]aminophenyl)-N-propylmethanesulfonamide.

Workup

concentrationconcentrated under reduced pressure
customThe resulting residue was purified by column chromatography on silica

Sources & evidence

ORD record: ord-c0207984c9f64f9588eacb4dbf86e15e
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08507498B2

Reaction notes

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