Hydrochloric Acid → HCID 86604718, compound

HRID 915740Notes

Reaction equation

HRID 915740 reaction equation
[BH4-].[Na+].[F:3][CH2:4][CH2:5][N:6]1[C:11]2[CH:12]=[CH:13][C:14]([O:16][C:17]3[CH:18]=[C:19]([C:23](=[N:25][OH:26])[NH2:24])[CH:20]=[CH:21][CH:22]=3)=[CH:15][C:10]=2[S:9](=[O:28])(=[O:27])[N:8]=[CH:7]1.Cl>C(O)C>[F:3][CH2:4][CH2:5][N:6]1[C:11]2[CH:12]=[CH:13][C:14]([O:16][C:17]3[CH:18]=[C:19]([C:23](=[N:25][OH:26])[NH2:24])[CH:20]=[CH:21][CH:22]=3)=[CH:15][C:10]=2[S:9](=[O:28])(=[O:27])[NH:8][CH2:7]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 86604719HCID 86604719, compound

Product 1

HCID 86604718HCID 86604718, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 mg (0.258 mmol) of NaBH4 are added to a suspension of the compound obtained in Step B (75 mg, 0.198 mmol) in 1 ml of ethanol. The suspension is stirred for 30 minutes at ambient temperature and is then cooled in an ice bath. The reaction mixture is neutralised by adding 1N HCl and extracted with ethyl acetate. The organic phase is washed with saturated NaCl solution, dried (MgSO4) and evaporated in vacuo. The evaporation residue is crystallised from CH2Cl2. The expected compound is recovered by filtration.

Workup

  1. temperatureis then cooled in an ice bath
  2. extractionextracted with ethyl acetate
  3. washThe organic phase is washed with saturated NaCl solution
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo
  6. customThe evaporation residue is crystallised from CH2Cl2
  7. filtrationThe expected compound is recovered by filtration

Sources & evidence

ORD record
ord-3e0a1cc6a1b744fca549874715da10a8
Source dataset
uspto-grants-2007_09
Patent number
US07268130B2

Reaction notes

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