Diisobutylaluminumhydride → HCID 57876166, compound

HRID 517829Notes

Reaction equation

HRID 517829 reaction equation
[CH3:1][N:2]1[CH2:18][CH2:17][C:5]2[N:6]([CH2:14][C:15]#[N:16])[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1.[H-].C([Al+]CC(C)C)C(C)C>C1(C)C=CC=CC=1>[CH3:1][N:2]1[CH2:18][CH2:17][C:5]2[N:6]([CH2:14][CH2:15][NH2:16])[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1

Participants

4

Reactant 2

HCID 21225700DiisobutylaluminumhydrideHCID 57875896HCID 57875896, compound

Product 1

HCID 57876166HCID 57876166, compoundYield 51.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)acetonitrile (500 mg, 2 mmol) was treated with diisobutylaluminum hydride (6.2 ml, 6.2 mmol) in toluene (10 ml) at 80° C. to obtain 250 mg of 2-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)ethanamine after purification on silica gel (230-400 mesh) chromatography eluting with methanol-dichloromethane gradient.

Sources & evidence

ORD record
ord-8b22772dd791488087d2f9f2ce8ba344
Source dataset
uspto-grants-2015_08
Patent number
US09115137B2

Reaction notes

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