2-(Pyridin-3-yl)ethan-1-amine → HCID 59730002, compound

HRID 492456Notes

Reaction equation

HRID 492456 reaction equation
[Cl:1][C:2]1[CH:17]=[C:16]([CH:18]=O)[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([NH2:13])=[O:12])=[N:9][CH:10]=1.[N:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][CH2:27][NH2:28])[CH:21]=1>>[Cl:1][C:2]1[CH:17]=[C:16]([CH2:18][NH:28][CH2:27][CH2:26][C:22]2[CH:21]=[N:20][CH:25]=[CH:24][CH:23]=2)[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([NH2:13])=[O:12])=[N:9][CH:10]=1

Participants

3

Reactant 2

HCID 8540512-(Pyridin-3-yl)ethan-1-amineHCID 59730123HCID 59730123, compound

Product 1

HCID 59730002HCID 59730002, compoundYield 91.4%

Procedure

Using a method similar to Example 405, using 5-(2-chloro-4-formylphenoxy)pyridine-2-carboxamide (0.0388 g, 0.140 mmol) and 2-(pyridin-3-yl)ethylamine (0.017 g, 0.140 mmol) gives the title compound (0.0490 g, 91.2%): TOF MS ES+ 383.1 (M+H)+, HRMS calcd for C20H20N4O2Cl 1383.1275 (M+H)+, found 383.1248, time 0.39 min; Anal. Calcd for C20H19ClN4O2.0.1CH2Cl2: C, 61.90; H, 5.06; N, 14.38. Found: C, 61.90; H, 5.06; N, 14.38.

Sources & evidence

ORD record
ord-68001b5e04bb422b94ae2a499f5b30f5
Source dataset
uspto-grants-2009_05
Patent number
US07531557B2

Reaction notes

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