4-(2-(4-Nitronaphthalen-1-yloxy)propan-2-yl)pyridin-2-amine → 4-(2-(4-Aminonaphthalen-1-yloxy)propan-2-yl)pyridin-2-amine

HRID 2069047Notes

Reaction equation

HRID 2069047 reaction equation
[N+:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([O:14][C:15]([C:18]2[CH:23]=[CH:22][N:21]=[C:20]([NH2:24])[CH:19]=2)([CH3:17])[CH3:16])=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Pt]>[NH2:1][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([O:14][C:15]([C:18]2[CH:23]=[CH:22][N:21]=[C:20]([NH2:24])[CH:19]=2)([CH3:17])[CH3:16])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 585325394-(2-(4-Nitronaphthalen-1-yloxy)propan-2-yl)pyridin-2-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 672351724-(2-(4-Aminonaphthalen-1-yloxy)propan-2-yl)pyridin-2-amineYield 99.1%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(2-(4-nitronaphthalen-1-yloxy)propan-2-yl)pyridin-2-amine (41) (282 mg, 0.87 mmol) in MeOH (45 mL) was passed through a Thales H-cube (1.0 mL·min−1, 30° C., 55 mm 10% Pt/C Cat-Cart, full hydrogen mode). The reaction mixture was evaporated in vacuo to afford the title compound (42) (253 mg, 89%) as a brown foam: m/z 294 (M+H)+ (ES+).

Workup

  1. customThe reaction mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-36843737043243a58ed3e926598e3b72
Source dataset
uspto-grants-2012_10
Patent number
US08299073B2

Reaction notes

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