Methylamine → HCID 57855977, compound

HRID 2039638Notes

Reaction equation

HRID 2039638 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[C:12]([C:13]3[O:26][C:25](=[O:27])[C:24]4[C:15](=[C:16]([CH3:32])[C:17]5[C:22]([CH:23]=4)=[N:21][C:20]([C:28]([F:31])([F:30])[F:29])=[CH:19][CH:18]=5)[N:14]=3)=[CH:11][C:10]([C:33]([F:36])([F:35])[F:34])=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[CH3:37][NH2:38].CCCCCC.C(OCC)(=O)C>O1CCCC1>[CH3:37][NH:38][C:25]([C:24]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][C:20]([C:28]([F:29])([F:30])[F:31])=[N:21]2)=[C:16]([CH3:32])[C:15]=1[NH:14][C:13]([C:12]1[N:8]([C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=2)[N:9]=[C:10]([C:33]([F:34])([F:36])[F:35])[CH:11]=1)=[O:26])=[O:27]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 21226206Ethyl acetate hexaneHCID 57855892HCID 57855892, compound

Product 1

HCID 57855977HCID 57855977, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-[2-(3-Chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazol-3-yl]-9-methyl-6-trifluoromethyl-3-oxa-1,5-diaza-anthracen-4-one (0.249, 0.456 mmol) in 20 ml of tetrahydrofurane is treated with methylamine (0.11 ml of 8M solution in ethanol, 0.9 mmol) and stirred at room temperature. TLC analysis (hexane:ethyl acetate 4:1) after 12 h shows reaction completion. The mixture is concentrated in vacuo, and then purified by flash column chromatography to give the title compound as white crystals.

Workup

  1. customreaction completion
  2. concentrationThe mixture is concentrated in vacuo
  3. custompurified by flash column chromatography

Sources & evidence

ORD record
ord-2da0b1f8813c4e469cb5210bd16c6631
Source dataset
uspto-grants-2013_11
Patent number
US08580785B2

Reaction notes

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