4-Fluoro-2-(trifluoromethyl)benzoyl chloride → HCID 66939180, compound

HRID 1716940Notes

Reaction equation

HRID 1716940 reaction equation
[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]1)[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[N:4]=1.[F:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([Cl:24])=[O:23])=[C:20]([C:27]([F:30])([F:29])[F:28])[CH:19]=1>O1CCOCC1>[ClH:24].[F:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([N:2]([CH3:1])[CH:10]3[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]3)[N:4]=2)=[O:23])=[C:20]([C:27]([F:28])([F:29])[F:30])[CH:19]=1

Participants

4

Reactant 2

HCID 6056804-Fluoro-2-(trifluoromethyl)benzoyl chlorideHCID 58997271N-methyl N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine

Product 1

HCID 66939180HCID 66939180, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Prepare according to procedure in Example 66 starting with N-methyl-N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine (Preparation 34) (200 mg, 0.907 mmol), 4-fluoro-2-(trifluoromethyl)benzoyl chloride (165 μL, 1.09 mmol), and 1,4-dioxane (10 mL) to yield 332 mg (82%) of the title compound: mass spectrum (ion spray): m/z=410.8 (M+1); Analysis calc'd for C20H23N4OClF4 1.5H2O: C, 50.69; H, 5.53; N, 11.82. Found: C, 50.66; H, 5.17; N, 12.01. mp 100-2° C.

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-89abb8ec02e944079fc2834c453208a6
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Reaction notes

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