4-Methylmorpholine → Quinoxaline-2-carboxylic acid (4-benzenesulfonyl-1-benzyl-2-hydroxy-7-methyl-octyl)-amide

HRID 2120414Notes

Reaction equation

HRID 2120414 reaction equation
[NH2:1][CH:2]([CH:10]([OH:27])[CH2:11][CH:12]([S:18]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[N:31]=[CH:30][C:29]=1[C:38](O)=[O:39].CN1CCOCC1>C(Cl)Cl>[C:21]1([S:18]([CH:12]([CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:11][CH:10]([OH:27])[CH:2]([NH:1][C:38]([C:29]2[CH:30]=[N:31][C:32]3[C:37](=[CH:36][CH:35]=[CH:34][CH:33]=3)[N:28]=2)=[O:39])[CH2:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)(=[O:20])=[O:19])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 96695Quinoxaline-2-carboxylic acidHCID 696878922-Amino-5-benzenesulfonyl-8-methyl-1-phenyl-nonan-3-ol

Product 1

HCID 86585890Quinoxaline-2-carboxylic acid (4-benzenesulfonyl-1-benzyl-2-hydroxy-7-methyl-octyl)-amide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of one equivalent of 2-amino-5-benzenesulfonyl-8-methyl-1-phenyl-nonan-3-ol in methylene chloride is added 1.05 equivalents each of 2-quinoxalinecarboxylic acid, N-methyl morpholine, and O-benzotriazol-1-yl-N,N,N′,N′-teteramethyluronium hexafluorophosphate. The reaction mixture is stirred at ambient temperature for 18 h. After standard aqueous work-up and extraction, followed by concentration and silica gel chromatography the title compound is obtained.

Workup

  1. extractionAfter standard aqueous work-up and extraction
  2. concentrationfollowed by concentration and silica gel chromatography the title compound
  3. customis obtained

Sources & evidence

ORD record
ord-13dea5d3be684cb6b9d87b1777cb005e
Source dataset
uspto-grants-2004_02
Patent number
US06689886B2

Reaction notes

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