Sodium Acetate → HCID 54708365, compound

HRID 2114777Notes

Reaction equation

HRID 2114777 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:11]=[C:12]([CH2:19][CH:20]=O)[N:13]([CH3:18])[C:14](=[O:17])[C:15]=2[OH:16])=[O:9])=[CH:4][CH:3]=1.C([O-])(=O)C.[Na+].[C:29]([N:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.C([BH3-])#N.[Na+]>CO>[C:29]([N:37]1[CH2:42][CH2:41][N:40]([CH2:20][CH2:19][C:12]2[N:13]([CH3:18])[C:14](=[O:17])[C:15]([OH:16])=[C:10]([C:8]([NH:7][CH2:6][C:5]3[CH:22]=[CH:23][C:2]([F:1])=[CH:3][CH:4]=3)=[O:9])[N:11]=2)[CH2:39][CH2:38]1)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

6

Reactant 4

HCID 517045Sodium AcetateHCID 7626541-BenzoylpiperazineHCID 5003444Sodium cyanoborohydrideHCID 54711997HCID 54711997, compound

Product 1

HCID 54708365HCID 54708365, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product of Step 2 was dissolved in MeOH and treated with sodium acetate (1.6 eq.), 1-benzoylpiperazine (2 eq.), and sodium cyanoborohydride (1.43 eq.). The mixture was left stirring at room temperature for 1 hour. The reaction mixture was concentrated and the title compound was obtained by RP-HPLC purification (C18, eluting with water and acetonitrile containing 0.1% TFA).

Workup

  1. waitThe mixture was left
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-2fbb630063d0408993a6d96f670850ad
Source dataset
uspto-grants-2008_10
Patent number
US07435734B2

Reaction notes

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