Sodium Chloride → HCID 46870680, compound

HRID 1400217Notes

Reaction equation

HRID 1400217 reaction equation
ClC(Cl)C(O)=O.[NH2:7][C:8](=[O:37])[CH:9]([OH:36])[CH:10]([NH:18][C:19](=[O:35])[C:20]1[CH:25]=[CH:24][CH:23]=[N:22][C:21]=1[C:26]1[NH:30][C:29]2[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=2[N:27]=1)[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Na+].[Cl-].C([O-])(O)=O.[Na+]>CS(C)=O.C(Cl)CCl>[NH2:7][C:8](=[O:37])[C:9](=[O:36])[CH:10]([NH:18][C:19]([C:20]1[C:21]([C:26]2[NH:30][C:29]3[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=3[N:27]=2)=[N:22][CH:23]=[CH:24][CH:25]=1)=[O:35])[CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

7

Reactant 4

HCID 5234Sodium ChlorideHCID 6597Dichloroacetic AcidHCID 516892Sodium BicarbonateHCID 67540243HCID 67540243, compound

Product 1

HCID 46870680HCID 46870680, compoundYield 60.5%

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 679Dimethyl SulfoxideSolvent

Procedure

160 mg of EDC and 36 μL of 2,2-dichloroacetic acid were added to 42 mg N-(4-amino-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(1H-benzo[d]imidazol-2-yl)nicotinamide (0.096 mmol) in 2 ml of dry dimethylsulfoxide (DMSO), and the reaction mixture stirred for 25 minutes at room temperature. For work up the reaction mixture was mixed with 40 ml of NaCl solution and sat. NaHCO3 (1:1) for 10 minutes. The resulting solid was filtered off with suction, washed with water and dried. 24 mg of the title compound were obtained as lightgrey amorphous solid.

Workup

  1. filtrationThe resulting solid was filtered off with suction
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-fdc97c305dd44141a3ffacd529bb66bd
Source dataset
uspto-grants-2014_12
Patent number
US08906941B2

Reaction notes

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