2-Morpholinoethylamine → 5-iodo-N-(2-morpholinoethyl)pyridin-2-amine

HRID 1042634Notes

Reaction equation

HRID 1042634 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1.[O:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][NH2:17])[CH2:11][CH2:10]1>CCOC(C)=O>[I:8][C:5]1[CH:6]=[CH:7][C:2]([NH:17][CH2:16][CH2:15][N:12]2[CH2:13][CH2:14][O:9][CH2:10][CH2:11]2)=[N:3][CH:4]=1

Participants

4

Reactant 2

HCID 4082852-MorpholinoethylamineHCID 43971762-Chloro-5-iodopyridine

Product 1

HCID 594279555-iodo-N-(2-morpholinoethyl)pyridin-2-amine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-Chloro-5-iodopyridine (2.21 g, 9.25 mmol) was dissolved in 2-morpholinoethanamine (10 mL) and placed in the microwave for 30 min. at about 180° C. The reaction mixture was diluted with 100 mL EtOAc, washed with 50 mL saturated, aqueous NaHCO3, and dried over anhydrous Na2SO4. After purification by chromatography, the title compound was obtained. MS (ES+): 334 (M+H)+.

Workup

  1. washwashed with 50 mL saturated
  2. dry with materialaqueous NaHCO3, and dried over anhydrous Na2SO4
  3. customAfter purification by chromatography

Sources & evidence

ORD record
ord-15b359f350864ed9b17ee7720b3b7e6c
Source dataset
uspto-grants-2013_10
Patent number
US08557996B2

Reaction notes

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