1,2-Dichloroethane → HCID 131726494, compound

HRID 1766991Notes

Reaction equation

HRID 1766991 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([NH:18][C:19]2[N:24]=[C:23]([C:25]3[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=3)[CH:22]=[CH:21][N:20]=2)[CH:17]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.C(Cl)Cl>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([NH:18][C:19]3[N:24]=[C:23]([C:25]4[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=4)[CH:22]=[CH:21][N:20]=3)[CH:17]=2)=[O:8])=[CH:9][CH:10]=1

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 1354-Hydroxybenzoic AcidHCID 757711-HydroxybenzotriazoleHCID 9965429Imatinib amine

Product 1

HCID 131726494HCID 131726494, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 4-hydroxybenzoic acid (10 mmol) and (A) (10 mmol) in DMF (40 ml) was added EDC (12.5 mmol) and HOBt (10 mmol). The reaction was stirred at RT for 4 hours and diluted with DCM (100 ml). The mixture was washed with water three times and dried with Na2SO4. The solution was evaporated and the residue was further purified by column chromatography to give the title compound (Z).

Workup

  1. washThe mixture was washed with water three times
  2. dry with materialdried with Na2SO4
  3. customThe solution was evaporated
  4. customthe residue was further purified by column chromatography

Sources & evidence

ORD record
ord-704e93ceb52844c2948db66d0c5496aa
Source dataset
uspto-grants-2007_06
Patent number
US07232825B2

Reaction notes

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