2,4-Difluorobenzoyl chloride → HCID 69074371, compound

HRID 1822048Notes

Reaction equation

HRID 1822048 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[N:14]=[C:13]([NH2:15])[CH:12]=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[F:16][C:17]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:18]=1[C:19]([Cl:21])=[O:20]>>[ClH:21].[F:16][C:17]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:18]=1[C:19]([NH:15][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]([O:8][CH:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)[N:14]=1)=[O:20]

Participants

3

Reactant 2

HCID 5880812,4-Difluorobenzoyl chlorideHCID 187718666-(1-Methyl-piperidin-4-yloxy)-pyridin-2-ylamine

Product 1

HCID 69074371HCID 69074371, compoundYield 83%

Procedure

Using a method similar to example 160, using 6-(1-methyl-piperidin-4-yloxy)-pyridin-2-ylamine (preparation 60, 150 mg, 0.724 mmol) and 2,4-difluorobenzoyl chloride (133 μL, 1.08 mmol) yields the title compound (230 mg, 83%). Mass spectrum (ion spray): m/z 348.1 (M+1); Analysis calculated for C18H20N3O2ClF2.0.5H2O. Theory: C, 55.03; H, 5.39; N, 10.70. Found: C, 54.88; H, 5.39; N, 10.73. mp=269-271° C.

Sources & evidence

ORD record
ord-4c512325f70049d5aeb3edeac00933b2
Source dataset
uspto-grants-2009_10
Patent number
US07608629B2

Reaction notes

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