Sodium sulfate decahydrate → trans-1-[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methanamine

HRID 1639757Notes

Reaction equation

HRID 1639757 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[C@@H:17]2[CH2:19][C@H:18]2[CH:20]=[N:21]O)=[N:9]1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:7][N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[C@@H:17]2[CH2:19][C@H:18]2[CH2:20][NH2:21])=[N:9]1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 86641922trans-2-(2-methyl-2H-indazol-4-yl)cyclopropanecarbaldehyde oxime

Product 1

HCID 59334500trans-1-[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methanamineYield 99.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
60 °C

Procedure

To a suspension of lithium aluminum hydride (319 mg, 8.61 mmol) in tetrahydrofuran (17 mL) was added a solution of trans-2-(2-methyl-2H-indazol-4-yl)cyclopropanecarbaldehyde oxime (349 mg, 1.62 mmol) in tetrahydrofuran (17 mL) at room temperature, and the mixture was stirred at 60° C. for 1 hr. Sodium sulfate decahydrate (3.5 g) was added under ice-cooling, and the mixture was filtered through celite. The filtrate was concentrated under reduced pressure to give the title compound (325 mg, yield 99%).

Workup

  1. temperaturecooling
  2. filtrationthe mixture was filtered through celite
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bffdd1cd6ebd4dc994104c93c5a2e19f
Source dataset
uspto-grants-2012_02
Patent number
US08110585B2

Reaction notes

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