Sodium borohydride → HCID 89963364, compound

HRID 338014Notes

Reaction equation

HRID 338014 reaction equation
[C:1]([O:9][C@H:10]1[CH2:15][C:14](=[O:16])[CH2:13][CH2:12][C@@H:11]1[C:17]1[N:21]([CH3:22])[N:20]=[CH:19][CH:18]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[C:1]([O:9][C@H:10]1[CH2:15][C@@H:14]([OH:16])[CH2:13][CH2:12][C@@H:11]1[C:17]1[N:21]([CH3:22])[N:20]=[CH:19][CH:18]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 89962575HCID 89962575, compound

Product 1

HCID 89963364HCID 89963364, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 162d by using the (1S*,2R*)-2-(1-methyl-1H-pyrazol-5-yl)-5-oxocyclohexyl benzoate (441 mg, 1.48 mmol) prepared in Example 163c, sodium borohydride (168 mg, 4.44 mmol) and ethanol (7.0 mL), to yield the title compound (290 mg, 65%) as a colorless amorphous solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-8701e03c085248e4a8089b2f15ae32a9
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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