Methylamine ethanol → HCID 22106155, compound

HRID 1456404Notes

Reaction equation

HRID 1456404 reaction equation
[CH2:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][N:13]=2)[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]#[C:22][CH2:23][CH2:24][N:25]3C(=O)C4=CC=CC=C4C3=O)[CH:16]=2)=[C:7]([NH:36][C:37]([NH:39][C:40]2[C:45]([CH:46]([CH3:48])[CH3:47])=[CH:44][CH:43]=[CH:42][C:41]=2[CH:49]([CH3:51])[CH3:50])=[O:38])[C:6]1=[O:52])[CH2:2][CH2:3][CH3:4].C(O)C.CN>C(O)C>[CH2:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][N:13]=2)[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]#[C:22][CH2:23][CH2:24][NH2:25])[CH:16]=2)=[C:7]([NH:36][C:37]([NH:39][C:40]2[C:41]([CH:49]([CH3:50])[CH3:51])=[CH:42][CH:43]=[CH:44][C:45]=2[CH:46]([CH3:48])[CH3:47])=[O:38])[C:6]1=[O:52])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 22028356Methylamine ethanolHCID 22106420HCID 22106420, compound

Product 1

HCID 22106155HCID 22106155, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N-[1-butyl-4-{3-(4-phthalimido-1-butynyl)phenyl}-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N'-(2,6-diisopropylphenyl)urea (50 mg, 0.072 mmol) in ethanol (1 ml) was added 30% methylamine ethanol solution (1.0 ml), and the mixture was stirred at room temperature. The mixture was concentrated under reduced pressure to remove the solvent, and the residue was purified by silica gel column chromatography (5% methanol in chloroform) to give the title compound (33 mg, 0.058 mmol).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto remove the solvent
  3. customthe residue was purified by silica gel column chromatography (5% methanol in chloroform)

Sources & evidence

ORD record
ord-0842c0bc39554aad94b3ebe0a6ad54bf
Source dataset
uspto-grants-1998_12
Patent number
US05843957

Reaction notes

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