Diisopropylethylamine → HCID 58614820, compound

HRID 923032Notes

Reaction equation

HRID 923032 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[CH:10]=2)=[O:7])=[CH:4][CH:3]=1.[CH3:24][CH:25]([S:27](Cl)(=[O:29])=[O:28])[CH3:26].CCN(C(C)C)C(C)C>C(Cl)Cl>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([NH:8][C:6](=[O:7])[C:5]2[CH:22]=[CH:23][C:2]([NH:1][S:27]([CH:25]([CH3:26])[CH3:24])(=[O:29])=[O:28])=[CH:3][CH:4]=2)=[CH:10][C:11]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 824082-Propanesulfonyl chlorideHCID 66877345HCID 66877345, compound

Product 1

HCID 58614820HCID 58614820, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

151 mg of 4-amino-N-(4-chloro-3-(pyridin-2-yl)phenyl)benzamide was reacted with 105 μL of propane-2-sulfonyl chloride and 205 μL DIPEA in 500 μL DCM. The reaction mixture was evaporated, subjected to basic workup conditions and purified by reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(1-methylethylsulfonamido)benzamide. MS (Q1) 430 (M)+.

Workup

  1. customThe reaction mixture was evaporated
  2. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-0b4859a60d7d45de90ec6d3fbb92d300
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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