2,6-Dimethylpiperazine → HCID 58614849, compound

HRID 923038Notes

Reaction equation

HRID 923038 reaction equation
ClS(C1C=CC(C(O)=O)=CC=1)(=O)=O.CC1CNCC(C)N1.[Cl:22][C:23]1[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][C:24]=1[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=1.[CH3:36][CH:37]1[NH:42][CH:41]([CH3:43])[CH2:40][N:39]([S:44]([C:47]2[CH:55]=[CH:54][C:50]([C:51](O)=[O:52])=[CH:49][CH:48]=2)(=[O:46])=[O:45])[CH2:38]1>>[Cl:22][C:23]1[CH:29]=[CH:28][C:26]([NH:27][C:51](=[O:52])[C:50]2[CH:54]=[CH:55][C:47]([S:44]([N:39]3[CH2:38][CH:37]([CH3:36])[NH:42][CH:41]([CH3:43])[CH2:40]3)(=[O:46])=[O:45])=[CH:48][CH:49]=2)=[CH:25][C:24]=1[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=1

Participants

5

Reactant 4

HCID 660562,6-DimethylpiperazineHCID 823854-(Chlorosulfonyl)benzoic acidHCID 401519254-Chloro-3-(pyridin-2-yl)anilineHCID 66878121HCID 66878121, compound

Product 1

HCID 58614849HCID 58614849, compound

Procedure

1 g of 4-(chlorosulfonyl)benzoic acid was reacted with 570 mg of 2,6-dimethylpiperazine via Procedure H. 75 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 119 mg of 4-(3,5-dimethylpiperazin-1-ylsulfonyl)benzoic acid via Procedure G and purified by reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(3,5-dimethylpiperazin-1-ylsulfonyl)benzamide. MS (Q1) 485.4 (M)+.

Workup

  1. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-1a1e66e857d6402f93c88eb7d930c1a1
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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