Anisole → HCID 118060268, compound

HRID 2274843Notes

Reaction equation

HRID 2274843 reaction equation
COC1C=C(OC)C=CC=1C[NH:6][C:7]1[N:8]=[N:9][C:10]([N:13]2[CH:17]=[C:16]([C:18]3[C:26]4[C:21](=[CH:22][C:23]([F:27])=[CH:24][CH:25]=4)[NH:20][CH:19]=3)[CH:15]=[N:14]2)=[CH:11][CH:12]=1.C1(OC)C=CC=CC=1>C(O)(C(F)(F)F)=O>[F:27][C:23]1[CH:22]=[C:21]2[C:26]([C:18]([C:16]3[CH:15]=[N:14][N:13]([C:10]4[N:9]=[N:8][C:7]([NH2:6])=[CH:12][CH:11]=4)[CH:17]=3)=[CH:19][NH:20]2)=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7519AnisoleHCID 118060715HCID 118060715, compound

Product 1

HCID 118060268HCID 118060268, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of N-(2,4-dimethoxybenzyl)-6-(4-(6-fluoro-1H-indol-3-yl)-1H-pyrazol-1-yl)pyridazin-3-amine (80 mg; 0.18 mmol) and anisole (2.0 mL) in TFA (2.0 mL) was stirred at 120° C. for 2 hours in a microwave reactor. The reaction mixture was concentrated, and purified by a silica gel column chromatography (PE/EtOAc=4/1 to 2/1) to afford 30 mg (57%) of the title compound as a yellow solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by a silica gel column chromatography (PE/EtOAc=4/1 to 2/1)

Sources & evidence

ORD record
ord-de9756b01d874ac28baa28b268f3617b
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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