Methylamine → HCID 71556227, compound

HRID 1497049Notes

Reaction equation

HRID 1497049 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[C:7]3[C:12](=[O:16])[O:13][C:14](=[O:15])[C:6]3=[C:5]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:4]=2[CH:3]=1.[CH3:23][NH2:24]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12](=[O:16])[NH:24][CH3:23])[C:6]([C:14]([OH:13])=[O:15])=[C:5]2[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 86682927HCID 86682927, compound

Product 1

HCID 71556227HCID 71556227, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 7-chloro-9-phenylfuro[3,4-b]quinoline-1,3-dione (100 mg, 0.32 mmol, 1 eq) in THF (2 ml) was added methyl amine (2M in THF, 807 μl, 1.61 mmol, 5 eq) and the reaction mixture was stirred overnight. The resultant precipitate was filtered and washed with ether. The solid was purified by flash column chromatography (10% AcOH in ethyl acetate) to give the title compound as a white solid. MS (ESI): 338.9 (M−H)−.

Workup

  1. filtrationThe resultant precipitate was filtered
  2. washwashed with ether
  3. customThe solid was purified by flash column chromatography (10% AcOH in ethyl acetate)

Sources & evidence

ORD record
ord-c2e0219e4a994a589b06b1dcfbbfab1a
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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