Ammonia → HCID 22020956, compound

HRID 1793313Notes

Reaction equation

HRID 1793313 reaction equation
[OH:1][CH2:2][C:3]1([NH:16][CH2:17][CH2:18][C:19]#[N:20])[CH2:8][CH2:7][N:6]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:5][CH2:4]1.N.[H][H]>CO.[Ni]>[NH2:20][CH2:19][CH2:18][CH2:17][NH:16][C:3]1([CH2:2][OH:1])[CH2:4][CH2:5][N:6]([CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:7][CH2:8]1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 22020947HCID 22020947, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22020956HCID 22020956, compoundYield 86.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of intermediate (14) (0.0159 mol) in methanol saturated with NH3 (150 ml) was hydrogenated at 14° C. with Raney nickel (½ spoon) as a catalyst. After uptake of hydrogen (2 equivalents), the catalyst was filtered off and the filtrate was evaporated, yielding 3.8 g of 4-[(3-aminopropyl)amino]-1-(phenylmethyl)-4-piperidinemethanol (intermediate 15).

Workup

  1. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-46e7da05dc1e4904ba0a0abab488250d
Source dataset
uspto-grants-2006_07
Patent number
US07081453B2

Reaction notes

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