Sodium borohydride → (1S*,2R*)-2-(3-Aminopyridazin-4-yl)cyclohexanol

HRID 337845Notes

Reaction equation

HRID 337845 reaction equation
[NH2:1][C:2]1[N:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[C:9](=[O:14])[CH2:10][CH2:11][CH2:12][CH:13]=1.[BH4-].[Na+]>CO>[NH2:1][C:2]1[N:3]=[N:4][CH:5]=[CH:6][C:7]=1[C@H:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]1[OH:14]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 899630522-(3-Aminopyridazin-4-yl)cyclohex-2-en-1-one

Product 1

HCID 89962602(1S*,2R*)-2-(3-Aminopyridazin-4-yl)cyclohexanolYield 100.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 72d by using the 2-(3-aminopyridazin-4-yl)cyclohex-2-en-1-one (40 mg, 0.20 mmol) prepared in Example 82d, sodium borohydride (20 mg, 0.59 mmol) and methanol (2.0 mL), to yield the title compound (39 mg, 99%) as a colorless oil.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-6db95d5706bc49da8b34a4d53175fbe8
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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