Morpholine → HCID 57840986, compound

HRID 733755Notes

Reaction equation

HRID 733755 reaction equation
Cl.[Cl:2][C:3]1[C:8]2[CH:9]=[C:10]([CH3:13])[N:11]([CH3:12])[C:7]=2[C:6]([C:14]([OH:16])=O)=[CH:5][N:4]=1.C(N(CC)C(C)C)(C)C.[NH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>CN(C)C=O.C(OCC)(=O)C>[Cl:2][C:3]1[C:8]2[CH:9]=[C:10]([CH3:13])[N:11]([CH3:12])[C:7]=2[C:6]([C:14]([N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)=[O:16])=[CH:5][N:4]=1

Participants

6

Reactant 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 86615213HCID 86615213, compound

Product 1

HCID 57840986HCID 57840986, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 4-chloro-1,2-dimethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid hydrochloride (60 mg), N,N-diisopropylethylamine (0.2 ml) and morpholine (0.04 ml) in dry dimethylformamide (2 ml) was added O-benzotriazol-1-yl-N,N,N,N′-tetramethyluronium hexafluorophosphate (131 mg). The reaction mixture was stirred at room temperature for one hour. The reaction mixture was diluted with ethyl acetate, washed twice with saturated sodium bicarbonate and water, dried (MgSO4), filtered and evaporated to afford the title compound as a white foam 68 mg.

Workup

  1. washwashed twice with saturated sodium bicarbonate and water
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-d07fdab28a3d4afca129679265b33caa
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

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