1,2-Dichloroethane → HCID 178452378, compound

HRID 1185541Notes

Reaction equation

HRID 1185541 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH3:13])=[C:9]([CH3:12])[CH:10]=2)[N:5]=[C:4]([C:14]([OH:16])=O)[CH:3]=1.[CH2:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][N:27]([C:30](=[O:33])[CH2:31][NH2:32])[CH2:26][CH2:25]1)=[O:23])[CH2:18][CH2:19][CH3:20].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C.O>[CH2:17]([O:21][C:22]([N:24]1[CH2:25][CH2:26][N:27]([C:30](=[O:33])[CH2:31][NH:32][C:14]([C:4]2[CH:3]=[C:2]([OH:1])[C:11]3[C:6](=[CH:7][C:8]([CH3:13])=[C:9]([CH3:12])[CH:10]=3)[N:5]=2)=[O:16])[CH2:28][CH2:29]1)=[O:23])[CH2:18][CH2:19][CH3:20]

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 667130634-(2-Amino-acetyl)-piperazine-1-carboxylic acid butyl esterHCID 178422310HCID 178422310, compound

Product 1

HCID 178452378HCID 178452378, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 100 mg of 4-Hydroxy-6,7-dimethyl-quinoline-2-carboxylic acid and 164 mg of 4-(2-Amino-acetyl)-piperazine-1-carboxylic acid butyl ester in 1 ml of DMF, 70 mg of HOBT and 88 mg of EDC was added and the reaction mixture was stirred for 4 h at RT. Then, the reaction mixture was diluted with water and filtered through a chem Elut® cartridge by eluting with ethyl acetate. The solvents were removed under reduced pressure and the isolated crude product was pure enough for the next reaction step. Yield: 250 mg.

Workup

  1. filtrationfiltered through a chem Elut® cartridge
  2. washby eluting with ethyl acetate
  3. customThe solvents were removed under reduced pressure
  4. customthe isolated crude product
  5. customwas pure enough for the next reaction step

Sources & evidence

ORD record
ord-b9820dab69e64761a41dc968d6d6b3a0
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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