HCID 57707840, compound → HCID 57708002, compound

HRID 2044849Notes

Reaction equation

HRID 2044849 reaction equation
[N:1]([CH2:4][C:5]1[C:6]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[N:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:15])=[N+]=[N-]>CO.[Pd]>[Cl:15][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:8]=1[N:7]=[C:6]([N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[C:5]([CH2:4][NH2:1])=[CH:14]2

Participants

4

Reactant 1

HCID 57707840HCID 57707840, compound

Product 1

HCID 57708002HCID 57708002, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-(Azidomethyl)-8-chloro-2-(piperidin-1-yl)quinoline (30 mg, 0.1 mmol) was dissolved in MeOH (1 mL) and treated with 10% Pd—C (5 wt %) and the mixture was then stirred under H2 balloon over night. The mixture was filtered through a Celite™ pad followed by removal of solvents to give (8-chloro-2-(piperidin-1-yl)-quinolin-3-yl)methanamine as a colorless oil. N-((8-chloro-2-(piperidin-1-yl)-quinolin-3-yl)methyl)-9H-purin-6-amine was prepared according to Procedure H.

Workup

  1. filtrationThe mixture was filtered through a Celite™ pad
  2. customfollowed by removal of solvents

Sources & evidence

ORD record
ord-6bbc778517314c09b14feb9f4730949f
Source dataset
uspto-grants-2013_11
Patent number
US08586739B2

Reaction notes

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