Morpholine → 2-Amino-3-morpholin-4-ylpyrazine

HRID 1772584Notes

Reaction equation

HRID 1772584 reaction equation
Cl[C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][N:7]=1.[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1>>[O:12]1[CH2:13][CH2:14][N:9]([C:2]2[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][N:7]=2)[CH2:10][CH2:11]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 2762242-Amino-3-chloropyrazine

Product 1

HCID 454803142-Amino-3-morpholin-4-ylpyrazine

Procedure

A solution of compound 1a (10.0 g, 76.9 mmol) in morpholine (42.3 g, 486 mmol) was stirred at 120° C. overnight. The mixture was concentrated under reduced pressure. The residue was then treated with DCM (200 mL). The solids were collected by filtration and washed with Et2O. Compound 1b was obtained as a white solid (11.0 g, 74% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C8H12N4O: 181.1 (M+H). found: 181.2.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionThe residue was then treated with DCM (200 mL)
  3. filtrationThe solids were collected by filtration
  4. washwashed with Et2O

Sources & evidence

ORD record
ord-6c3a493c83404b8c9e48834861c18ca2
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

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