4-(1,3-Oxazol-5-yl)benzenesulphonyl chloride → N-[4-chloro-2-(pyrimidine-4-carbonyl)-phenyl]4-oxazol-5-yl-benzenesulfonamide

HRID 29569Notes

Reaction equation

HRID 29569 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][N:14]=[CH:13][N:12]=1)=[O:10].[O:17]1[C:21]([C:22]2[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=2)=[CH:20][N:19]=[CH:18]1>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][S:28]([C:25]2[CH:26]=[CH:27][C:22]([C:21]3[O:17][CH:18]=[N:19][CH:20]=3)=[CH:23][CH:24]=2)(=[O:29])=[O:30])=[C:3]([C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][N:12]=2)=[O:10])[CH:4]=1

Participants

3

Reactant 2

HCID 27764154-(1,3-Oxazol-5-yl)benzenesulphonyl chlorideHCID 12377801(2-Amino-5-chloro-phenyl)-pyrimidin-4-yl-methanone

Product 1

HCID 10343213N-[4-chloro-2-(pyrimidine-4-carbonyl)-phenyl]4-oxazol-5-yl-benzenesulfonamide

Procedure

The title compound was prepared according to the general procedure for the synthesis of N-Aryl-benzenesulfonamides previously described using 116 mg of (2-Amino-5-chloro-phenyl)-pyrimidin-4-yl-methanone and 122 mg of 4-oxazol-5-yl-benzenesulfonyl chloride. 1H-NMR (400 MHz, CDCl3): δ 7.43 (s,1H), 7.53 (dd,1H, J=8.8 Hz, 2.4 Hz), 7.62 (m, 2H), 7.75 (m, 2H), 7.80 (m, 3H), 7.98 (s, 1H), 8.99 (d, 1H, J=5.2 Hz), 9.25 (b, 1H), 10.29 (b, 1H). MS: m/z 441.9 (M++1).

Sources & evidence

ORD record
ord-ecb686617724499aac3fca8b25d84652
Source dataset
uspto-grants-2008_09
Patent number
US07420055B2

Reaction notes

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