N,N-Dimethylethylenediamine → HCID 135599907, compound

HRID 1175824Notes

Reaction equation

HRID 1175824 reaction equation
[NH2:1][C:2]1[N:3]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH3:29])[N:4]=[C:5]2[C:14]3[C:13]([O:15][CH2:16][C:17]([OH:19])=O)=[CH:12][C:11]([O:20][CH3:21])=[CH:10][C:9]=3[NH:8][C:7](=[O:22])[C:6]=12.[CH3:30][N:31]([CH3:35])[CH2:32][CH2:33][NH2:34].Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>CN(C)C=O.C(N(CC)CC)C>[NH2:1][C:2]1[N:3]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH3:29])[N:4]=[C:5]2[C:14]3[C:13]([O:15][CH2:16][C:17]([NH:34][CH2:33][CH2:32][N:31]([CH3:35])[CH3:30])=[O:19])=[CH:12][C:11]([O:20][CH3:21])=[CH:10][C:9]=3[NH:8][C:7](=[O:22])[C:6]=12

Participants

7

Reactant 4

HCID 66053N,N-DimethylethylenediamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 135599980HCID 135599980, compound

Product 1

HCID 135599907HCID 135599907, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

A mixture of {[3-amino-7-methoxy-2-(2-methylphenyl)-4-oxo-4,5-dihydro-2H-pyrazolo[4,3-c]quinolin-9-yl]oxy}acetic acid (80 mg), N,N-dimethylethylenediamine (33 μl), (3-dimethylaminopropyl)ethylcarbodiimide hydrochloride (58 mg), 1-hydroxybenzotriazole (41 mg), triethylamine (43 μl) and N,N-dimethylformamide (2 ml) was stirred at room temperature for one night. The reaction mixture was concentrated under reduced pressure, and the residue was purified with column chromatography to obtain the target compound (61 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified with column chromatography

Sources & evidence

ORD record
ord-45e021e759be4042a89a64be1a923606
Source dataset
uspto-grants-2010_11
Patent number
US07842701B2

Reaction notes

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