4-Amino-N-methylbenzenemethanesulfonamide → C-{4-[4-(2-methoxy-phenyl)-pyrimidin-2-ylamino]-phenyl}-N-methyl-methanesulfonamide

HRID 77526Notes

Reaction equation

HRID 77526 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH3:15])[CH:5]=[CH:4][N:3]=1.[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][S:24]([NH:27][CH3:28])(=[O:26])=[O:25])=[CH:19][CH:18]=1>CN(C=O)C>[CH3:15][O:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][S:24]([NH:27][CH3:28])(=[O:26])=[O:25])=[CH:19][CH:18]=2)[N:7]=1

Participants

4

Reactant 2

HCID 27781314-Amino-N-methylbenzenemethanesulfonamideHCID 249018822-Chloro-4-(2-methoxyphenyl)pyrimidine

Product 1

HCID 59396139C-{4-[4-(2-methoxy-phenyl)-pyrimidin-2-ylamino]-phenyl}-N-methyl-methanesulfonamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 2-chloro-4-(2-methoxy-phenyl)-pyrimidine (0.883 g, 0.004 mol), and C-(4-amino-phenyl)-N-methyl-methanesulfonamide (0.801 g, 0.004 mol) (Macor, John E.; Blank et al., Tetrahedron Letters (1992), 33(52), 8011-14) in DMF is stirred in DMF (12 ml) for 2 hours at 80° C. (TLC control). The solvent was removed under reduced pressure to give C-{4-[4-(2-methoxy-phenyl)-pyrimidin-2-ylamino]-phenyl}-N-methyl-methanesulfonamide.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-addda20ab1724d6386f965e0cd30699d
Source dataset
uspto-grants-2014_09
Patent number
US08841315B2

Reaction notes

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