Sodium borohydride → HCID 15116198, compound

HRID 703789Notes

Reaction equation

HRID 703789 reaction equation
[CH2:1]1[C:14]2[C:5](=[N:6][C:7]3[C:12]([C:13]=2[NH:15][C:16](=[O:20])[CH2:17][CH2:18][CH3:19])=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH2:4][CH2:3][C:2]1=[O:21].[BH4-].[Na+]>CO>[CH2:1]1[C:14]2[C:5](=[N:6][C:7]3[C:12]([C:13]=2[NH:15][C:16](=[O:20])[CH2:17][CH2:18][CH3:19])=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH2:4][CH2:3][CH:2]1[OH:21]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 15116197HCID 15116197, compound

Product 1

HCID 15116198HCID 15116198, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 20 ml of methanol was dissolved 1 g of the compound of Example 52, and 0.14 g of sodium borohydride was added to the solution and reaction was carried out at room temperature for 12 hours. After removal of the solvent under reduced pressure, 30 ml of chloroform and 30 ml of water were added to the residue and the mixture was stirred. The chloroform layer was separated, dried over sodium sulfate and then condensed and crystallized from chloroform-ethyl acetate to give 0.77 g of the title compound. Melting point: 260° to 265° C. (decomposed).

Workup

  1. additionwas added to the solution and reaction
  2. customAfter removal of the solvent under reduced pressure, 30 ml of chloroform and 30 ml of water
  3. additionwere added to the residue
  4. customThe chloroform layer was separated
  5. dry with materialdried over sodium sulfate
  6. customcondensed
  7. customcrystallized from chloroform-ethyl acetate

Sources & evidence

ORD record
ord-fadd330144364398aa3d658c8ce9c30b
Source dataset
uspto-grants-1991_01
Patent number
US04985430

Reaction notes

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