Dimethylformamide → HCID 11961302, compound

HRID 1515312Notes

Reaction equation

HRID 1515312 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([NH2:17])=[C:11]3[CH:10]=[CH:9]2)=[CH:3][CH:2]=1.CN(C)C=O.[Br:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[C:26]([N:32]=[C:33]=[O:34])[CH:25]=1>ClCCl>[Br:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[C:26]([NH:32][C:33]([NH:17][C:16]2[CH:15]=[CH:14][N:13]=[C:12]3[N:8]([CH2:7][C:4]4[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=4)[CH:9]=[CH:10][C:11]=23)=[O:34])[CH:25]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 58703443900574-83-6HCID 59428625HCID 59428625, compound

Product 1

HCID 11961302HCID 11961302, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Compound 1d (50 mg, 0.2 mmol) in dichloromethane:dimethylformamide (4.0 mL, 3:1) is added 4-bromo-2-isocyanato-1-methoxy-benzene (50 mg, 0.2 mmol, 1 equiv.) and the reaction mixture is heated for 16 hrs, the solvent is then removed and the residue is purified using flash chromatography to afford Compound 1e as a white solid.

Workup

  1. temperaturethe reaction mixture is heated for 16 hrs
  2. customthe solvent is then removed
  3. customthe residue is purified

Sources & evidence

ORD record
ord-b68b2c382b17480697e06f0e0fae1c97
Source dataset
uspto-grants-2012_07
Patent number
US08222421B2

Reaction notes

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