1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67291643, compound

HRID 1020013Notes

Reaction equation

HRID 1020013 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[C:10](C(O)=O)[N:9]=1.CNC(C)C.C(N=C=NCCCN(C)C)C.[OH:37]C1C2N=NNC=2C=CC=1.[CH:47]([N:50]([CH2:54]C)[CH:51](C)C)([CH3:49])[CH3:48]>CC(N(C)C)=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1([C:54]([N:50]([CH3:51])[CH:47]([CH3:49])[CH3:48])=[O:37])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][NH:9]1

Participants

7

Reactant 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 78485N-MethylisopropylamineHCID 81531DiisopropylethylamineHCID 132723921-(2-Fluorophenyl)isoquinoline-3-carboxylic acidHCID 178418300HCID 178418300, compound

Product 1

HCID 67291643HCID 67291643, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

1-(2-fluorophenyl)isoquinoline-3-carboxylic acid (0.910 mgs, 0.34 mmoles) was dissolved in dimethylacetamide (2 mls) to which was added methyl isopropylamine (0.039 mls, 0.37 mmoles), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDCI, 0.071 g, 0.37 mmoles), hydroxyl benzotriazole (HOBt, 0.046 g, 0.34 mmoles) and N,N-diisopropylethylamine (0.056 mls, 0.34 mmoles). The reaction was stirred at room temperature overnight and after evaporation the product was purified by automated C18 HPLC (52.6 mgs, 48% yield, 100% pure, CO-AAW0005).

Workup

  1. customafter evaporation the product
  2. customwas purified by automated C18 HPLC (52.6 mgs, 48% yield, 100% pure, CO-AAW0005)

Sources & evidence

ORD record
ord-a87c7f0409ad4d34a53d88742bc34fdf
Source dataset
uspto-grants-2014_05
Patent number
US08716302B2

Reaction notes

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