2-Aminopyridine → HCID 136052974, compound

HRID 1255515Notes

Reaction equation

HRID 1255515 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([CH:11]([C:17](OCC)=[O:18])[C:12](OCC)=[O:13])[CH:9]=[CH2:10]>>[CH2:8]([C:11]1[C:12](=[O:13])[N:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]2=[N:1][C:17]=1[OH:18])[CH:9]=[CH2:10]

Participants

3

Reactant 2

HCID 104392-AminopyridineHCID 74900Diethyl allylmalonate

Product 1

HCID 136052974HCID 136052974, compoundYield 27.1%

Conditions

Temperature
160 °C

Procedure

2-aminopyridine (996 mg, 10.58 mmol) and diethyl allylmalonate (2098 μl, 10.58 mmol) were combined and heated to 160° C. neat for 9 hours. The brown solution solidified upon cooling to room temperature. The solid was filtered and washed with Et2O to yield the title compound as a tan solid (580 mg, 27%) LCMS (ES+) m/z 203.02 (M+H)+.

Workup

  1. temperatureupon cooling to room temperature
  2. filtrationThe solid was filtered
  3. washwashed with Et2O

Sources & evidence

ORD record
ord-ba162a539aaa4ab6b0ab5e33fef3754c
Source dataset
uspto-grants-2013_06
Patent number
US08461107B2

Reaction notes

Loading…