Trichloroacetyl chloride → HCID 22337658, compound

HRID 586086Notes

Reaction equation

HRID 586086 reaction equation
[CH3:1][C:2]1[C:10]2[NH:9][N:8]=[CH:7][C:6]=2[C:5]([NH2:11])=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:19][C:20]([Cl:25])([Cl:24])[C:21](Cl)=[O:22]>C(Cl)Cl>[Cl:19][C:20]([Cl:25])([Cl:24])[C:21]([NH:11][C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2)=[O:22]

Participants

5

Reactant 3

HCID 6420Trichloroacetyl chlorideHCID 8471TriethylamineHCID 22337582HCID 22337582, compound

Product 1

HCID 22337658HCID 22337658, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7-Methyl-1H-indazol-4-amine (J. Chem. Soc. 1955, 2412; 550 mg, 3.74 mmol) and triethylamine (1.6 mL, 11.5 mmol) were combined in CH2Cl2 (22 mL) and treated with trichloroacetyl chloride (0.54 mL, 4.84 mmol) dropwise at 0° C. The mixture was allowed to gradually warm to ambient temperature and stir overnight. The mixture was concentrated and the residue was purified by flash chromatography (98:2, CH2C12:CH3OH), to provide the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by flash chromatography (98:2, CH2C12:CH3OH)

Sources & evidence

ORD record
ord-4221f9c842e84ef7ac9fad1002dd65b3
Source dataset
uspto-grants-2005_08
Patent number
US06933311B2

Reaction notes

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