Cyclopropylamine → HCID 57535407, compound

HRID 1455630Notes

Reaction equation

HRID 1455630 reaction equation
CN(C(ON1N=NC2[CH:12]=[CH:13][CH:14]=[N:15]C1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[Br:25][C:26]1[CH:27]=[C:28]([C:36]([OH:38])=O)[CH:29]=[C:30]2[C:35]=1[N:34]=[CH:33][CH:32]=[CH:31]2.C(N(C(C)C)CC)(C)C.C1(N)CC1>CN(C=O)C.O>[Br:25][C:26]1[CH:27]=[C:28]([C:36]([NH:15][CH:14]2[CH2:12][CH2:13]2)=[O:38])[CH:29]=[C:30]2[C:35]=1[N:34]=[CH:33][CH:32]=[CH:31]2

Participants

7

Reactant 4

HCID 69828CyclopropylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 106584338-Bromo-6-quinolinecarboxylic acid

Product 1

HCID 57535407HCID 57535407, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of HATU (1.2 eq), 8-bromoquinoline-6-carboxylic acid (1 eq), diisopropylethylamine (2.5 eq) and cyclopropylamine (1.1 eq) was stirred at rt for 1 h in DMF (0.2 M). The reaction mixture was diluted with water, stirred for 2 h and extracted with EtOAc. The organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. The residue was crystallized in EtOAc and title product isolated by filtration as a white powder.

Workup

  1. extractionextracted with EtOAc
  2. washThe organic extracts were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was crystallized in EtOAc

Sources & evidence

ORD record
ord-37ddc407970c45cb86fc405e21f1bc56
Source dataset
uspto-grants-2009_01
Patent number
US07482456B2

Reaction notes

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