Sodium borohydride → HCID 68879849, compound

HRID 1787843Notes

Reaction equation

HRID 1787843 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([CH:19]([OH:40])[CH2:20][NH:21][C:22]([CH3:39])([CH3:38])[CH2:23][CH2:24][N:25]2[CH:29]=[N:28][C:27]([C:30]3[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=3)=[N:26]2)=[CH:15][C:10]=1[C:11](OC)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[Ca+2].[Cl-].[BH4-].[Na+]>O1CCCC1.C(O)C>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([CH:19]([OH:40])[CH2:20][NH:21][C:22]([CH3:39])([CH3:38])[CH2:23][CH2:24][N:25]2[CH:29]=[N:28][C:27]([C:30]3[CH:31]=[CH:32][C:33]([O:36][CH3:37])=[CH:34][CH:35]=3)=[N:26]2)=[CH:15][C:10]=1[CH2:11][OH:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 68878783HCID 68878783, compound

Product 1

HCID 68879849HCID 68879849, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

7.3 g of methyl 2-benzyloxy-5-(1-hydroxy-2-{3-[3-(4-methoxy-phenyl)-[1,2,4]triazol-1-yl]-1,1-dimethyl-propylamino}-ethyl)-benzoate are placed in 100 mL tetrahydrofuran and reduced with a total of 6.8 g of calcium chloride dissolved in ethanol and 4.6 g of sodium borohydride as described for Example 1c. The product is obtained after purification by column chromatography (CHCl3/MeOH/NH3=90/10/0.5) and subsequent recrystallisation from acetonitrile.

Workup

  1. customThe product is obtained
  2. customafter purification
  3. customby column chromatography (CHCl3/MeOH/NH3=90/10/0.5) and subsequent recrystallisation from acetonitrile

Sources & evidence

ORD record
ord-009ab4f6f1204a8daf3f600ee93a5576
Source dataset
uspto-grants-2009_03
Patent number
US07511067B2

Reaction notes

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