Methylamine → HCID 19592411, compound

HRID 613556Notes

Reaction equation

HRID 613556 reaction equation
[Cl:1][C:2]1[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][C:13]([CH2:17][O:18][C:19]([O:21]C1C=CC=CC=1)=O)=[C:12]2[N:28]1[CH:32]=[CH:31][N:30]=[CH:29]1)=[O:5].[CH3:38][NH2:39]>CO>[Cl:1][C:2]1[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][C:13]([CH2:17][O:18][C:19](=[O:21])[NH:39][CH3:38])=[C:12]2[N:28]1[CH:32]=[CH:31][N:30]=[CH:29]1)=[O:5]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 19592766HCID 19592766, compound

Product 1

HCID 19592411HCID 19592411, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 8-(2,6-dichlorobenzoylamino)-3-(phenoxycarbonyloxymethyl)-4-(imidazol-1-yl)quinoline (100 mg) in methanol (4 ml) was dropwise added a solution of 2M solution of methylamine in methanol (4 ml) under ice-cooling, and the mixture was stirred for 1 hour at ambient temperature. The mixture was concentrated in vacuo, and the residue was crystallized from ethanol to give 8-(2,6-dichlorobenzoylamino)-4-(imidazol-1-yl)-3-(methylcarbamoyloxymethyl)quinoline (50 mg).

Workup

  1. temperaturecooling
  2. concentrationThe mixture was concentrated in vacuo
  3. customthe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-83ee6a146eb940a281fe17b9f94a7caa
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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