1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 60172731, compound

HRID 2277393Notes

Reaction equation

HRID 2277393 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH2:18][C@@H:19]([OH:21])[CH3:20])=[CH:14][CH:15]=3)[N:10]=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH3:24][N:25]1[C:29]([CH3:30])=[C:28]([C:31](O)=[O:32])[C:27](=[O:34])[N:26]1[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.CCN=C=NCCCN(C)C.C1C=NC2N(O)N=NC=2C=1>C(Cl)Cl>[OH:21][C@@H:19]([CH3:20])[CH2:18][O:17][C:13]1[CH:12]=[C:11]2[C:16]([C:7]([O:6][C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:31]([C:28]4[C:27](=[O:34])[N:26]([C:35]5[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=5)[N:25]([CH3:24])[C:29]=4[CH3:30])=[O:32])=[CH:23][CH:22]=3)=[CH:8][CH:9]=[N:10]2)=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 181649HOAtHCID 246564Antipyric acidHCID 68193900HCID 68193900, compound

Product 1

HCID 60172731HCID 60172731, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure described in Example 11 by using (S)-1-((4-(4-aminophenoxy)quinolin-7-yl)oxy)propan-2-ol (3.24 g, 10.5 mmol), 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2.55 g, 11.0 mmol), EDCI (2.4 g, 12.5 mmol) and HOAT (0.28 g, 2.1 mmol) in DCM (21 mL). The crude product was purified by a column chromatography on silica gel (EtOAc) to afford the title compound as a yellow solid (1.82 g, 33.2%).

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified by a column chromatography on silica gel (EtOAc)

Sources & evidence

ORD record
ord-917f429440cd4c8fb48f84ff898c5bf0
Source dataset
uspto-grants-2015_09
Patent number
US09133162B2

Reaction notes

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