2-(Trifluoromethoxy)benzoyl Chloride → HCID 66938522, compound

HRID 1716941Notes

Reaction equation

HRID 1716941 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]([F:30])([F:29])[O:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22]([Cl:24])=[O:23]>O1CCOCC1>[ClH:24].[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]1)[C:3]1[N:4]=[C:5]([NH:9][C:22](=[O:23])[C:21]2[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=2[O:19][C:18]([F:17])([F:29])[F:30])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 27772412-(Trifluoromethoxy)benzoyl ChlorideHCID 58997271N-methyl N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine

Product 1

HCID 66938522HCID 66938522, compoundYield 88.5%

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), 2-(trifluoromethoxy)benzoyl chloride (175 uL, 1.09 mmol), and 1,4-dioxane (10 mL) to yield 357 mg (88%) of the title compound: mass spectrum (ion spray): m/z=408.8 (M+1); Analysis calc'd for C20H23N4O2F3Cl.1.0H2O: C, 51.89; H, 5.66; N, 12.10. Found: 51.64; 5.50; 12.48. mp 102-4° C.

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-9b01f640c0074701b7f6724ff711c00b
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Reaction notes

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