Water → HCID 19009180, compound

HRID 1742445Notes

Reaction equation

HRID 1742445 reaction equation
[BH4-].[Na+].[CH:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[N:7]([C:14]2([C:19]#[N:20])[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:6]=1)=[O:4].O>CO>[OH:4][CH2:3][C:5]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[N:7]([C:14]2([C:19]#[N:20])[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 19009182HCID 19009182, compound

Product 1

HCID 19009180HCID 19009180, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.45 g of sodium borohydride is added in small portions at between 20° and 25° C. to a solution of 4.6 g of compound of stage 1 above in 80 ml of methanol. The mixture is stirred for 2 hours, 2 ml of water are then added, the resulting mixture is evaporated, the residue is taken up with dichloromethane, the dichloromethane solution is washed with water, dried over Na2SO4, filtered and evaporated and the residue is chromatographed on silica gel(eluant: ethyl acetate/hexane, 8:2).

Workup

  1. customthe resulting mixture is evaporated
  2. washthe dichloromethane solution is washed with water
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated
  6. customthe residue is chromatographed on silica gel(eluant: ethyl acetate/hexane, 8:2)

Sources & evidence

ORD record
ord-ac56983bd085400b85af31a6a69c8a9d
Source dataset
uspto-grants-1994_08
Patent number
US05338849

Reaction notes

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