2-(3-Aminophenyl)ethanesulfonamide → 2-[3-((4-(2-Methoxyphenyl)pyridin-2-yl)amino)phenyl]-ethanesulfonamide

HRID 593289Notes

Reaction equation

HRID 593289 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][S:10]([NH2:13])(=[O:12])=[O:11])[CH:5]=[CH:6][CH:7]=1.Cl[C:15]1[CH:20]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][CH3:28])[CH:18]=[CH:17][N:16]=1>>[CH3:28][O:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[C:19]1[CH:18]=[CH:17][N:16]=[C:15]([NH:1][C:2]2[CH:3]=[C:4]([CH2:8][CH2:9][S:10]([NH2:13])(=[O:11])=[O:12])[CH:5]=[CH:6][CH:7]=2)[CH:20]=1

Participants

3

Reactant 2

HCID 582368712-(3-Aminophenyl)ethanesulfonamideHCID 584326112-Chloro-4-(2-methoxyphenyl)pyridine

Product 1

HCID 601970522-[3-((4-(2-Methoxyphenyl)pyridin-2-yl)amino)phenyl]-ethanesulfonamideYield 2.3%

Procedure

H1 was prepared from A6 (92 mg, 0.46 mmol) and A1 (100 mg, 0.46 mmol) following the procedure reported for G1 and obtained as a pale yellow amorphous solid (4 mg, 2%). 1H NMR (400 MHz, d6-DMSO, 300K) δ 2.95-3.03 (m, 2H), 3.21-3.29 (m, 2H), 3.81 (s, 3H), 6.87 (bs, 2H), 6.93-7.01 (m, 2H), 7.07 (t, J=7.5 Hz, 1H), 7.10-7.14 (m, 1H), 7.16 (d, J=8.5 Hz, 1H), 7.29 (t, J=8.0 Hz, 1H), 7.36-7.47 (m, 4H), 8.07 (d, J=5.4 Hz, 1H), 9.67 (bs, 1H). MS (ES) C20H21N3O3S requires: 383. found: 384 (M+H)+.

Sources & evidence

ORD record
ord-be3240dc06cf4161ac7154f6e9d74071
Source dataset
uspto-grants-2016_01
Patent number
US09242937B2

Reaction notes

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