Dichloromethane → HCID 23111116, compound

HRID 2100644Notes

Reaction equation

HRID 2100644 reaction equation
ON1C2N=CC=CC=2N=N1.ClCCl.[Br:14][C:15]1[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=1[NH2:17].[CH2:22]([N:24]([CH2:32][CH2:33][CH2:34][C:35](O)=[O:36])[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH3:31])[CH:26]=1)[CH3:23]>C(OCC)(=O)C.C(N(CC)CC)C>[Br:14][C:15]1[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=1[NH:17][C:35](=[O:36])[CH2:34][CH2:33][CH2:32][N:24]([CH2:22][CH3:23])[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH3:31])[CH:26]=1

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 119922-BromoanilineHCID 181649HOAtHCID 23111119HCID 23111119, compound

Product 1

HCID 23111116HCID 23111116, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineSolventHCID 8857Ethyl AcetateSolvent

Procedure

1-Ethyl-3-(3-dimethylamindpropyl)carbodiimide hydrochloride (150 mg), 1-hydroxy-7-azabenzotriazole (106 mg), dichloromethane (2 ml), 2-bromoaniline (134 μl), and triethylamine (162 μl) were added to the compound (100 mg) obtained in Step 2, and the mixture was stirred at room temperature for 17 hours. The reaction mixture was diluted with ethyl acetate, washed with water, and dried over magnesium sulfate. The solvent was evaporated and the residue was purified by silica gel chromatography (hexane-ethyl acetate) to give the title compound (56 mg).

Workup

  1. washwashed with water
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was evaporated
  4. customthe residue was purified by silica gel chromatography (hexane-ethyl acetate)

Sources & evidence

ORD record
ord-2f5c9c5060254705b98271e1ef7ff29e
Source dataset
uspto-grants-2009_08
Patent number
US07572815B2

Reaction notes

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