HCID 18677418, compound → HCID 18677412, compound

HRID 1634186Notes

Reaction equation

HRID 1634186 reaction equation
[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[C:4]2[CH2:11][N:12]([CH2:15][CH2:16][C:17]#[N:18])[CH2:13][CH2:14][C:3]1=2.[H][H]>N.CO.[Ni]>[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[C:4]2[CH2:11][N:12]([CH2:15][CH2:16][CH2:17][NH2:18])[CH2:13][CH2:14][C:3]1=2

Participants

5

Reactant 2

HCID 18677418HCID 18677418, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18677412HCID 18677412, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 21705897Ammonia methanolSolvent

Procedure

A mixture of intermediate (15) (0.06 mol) in NH3/CH3OH (400 ml) was hydrogenated at 20° C. with Raney Nickel (3 g) as a catalyst. After uptake of hydrogen (2 equivalents), the catalyst was filtered off and the filtrate was evaporated, yielding 14.6 g of 1,3,4,5-tetrahydro-5-methyl-2H-pyrido[4,3-b]indole-2-propanamine (intermediate 16).

Workup

  1. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-1542c810b8bc480f9f0b29312149867e
Source dataset
uspto-grants-2003_01
Patent number
US06506768B2

Reaction notes

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