2-Methoxyethylamine → HCID 22936532, compound

HRID 853444Notes

Reaction equation

HRID 853444 reaction equation
[CH:1]1([NH:4][C:5]([NH:7][C:8]2[CH:29]=[CH:28][C:11]([O:12][C:13]3[C:22]4[C:17](=[CH:18][C:19]([O:26][CH3:27])=[C:20]([C:23](O)=[O:24])[CH:21]=4)[N:16]=[CH:15][CH:14]=3)=[CH:10][C:9]=2[CH3:30])=[O:6])[CH2:3][CH2:2]1.[CH3:31][O:32][CH2:33][CH2:34][NH2:35]>>[CH3:31][O:32][CH2:33][CH2:34][NH:35][C:23]([C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][C:19]=1[O:26][CH3:27])[N:16]=[CH:15][CH:14]=[C:13]2[O:12][C:11]1[CH:28]=[CH:29][C:8]([NH:7][C:5]([NH:4][CH:1]2[CH2:3][CH2:2]2)=[O:6])=[C:9]([CH3:30])[CH:10]=1)=[O:24]

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 22936426HCID 22936426, compound

Product 1

HCID 22936532HCID 22936532, compoundYield 49.73%

Procedure

4-(4-((Cyclopropylamino)carbonyl)amino-3-methylphenoxy)-7-methoxy-6-quinolinecarboxylic acid (30 mg, 0.0736 mmol) and 2-methoxyethylamine (0.0123 ml) were used for reaction in the same manner as Example 458, and after purification by NH silica gel column chromatography (ethyl acetate:methanol=10:1), the obtained crystals were suspended in acetone:diethyl ether=1:5, filtered out, washed with diethyl ether and dried by aspiration to obtain the title compound (17 mg, 0.0366 mmol, 49.73%) as light yellow crystals.

Workup

  1. customafter purification by NH silica gel column chromatography (ethyl acetate:methanol=10:1)
  2. filtrationdiethyl ether=1:5, filtered out
  3. washwashed with diethyl ether
  4. customdried by aspiration

Sources & evidence

ORD record
ord-dea9fc5a2a194894a273564528488296
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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