4-Fluorobenzoyl chloride → HCID 69067478, compound

HRID 1822047Notes

Reaction equation

HRID 1822047 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]=[CH:24][C:20]([C:21]([Cl:23])=[O:22])=[CH:19][CH:18]=1>>[ClH:23].[F:16][C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH:15][C:13]2[CH:12]=[CH:11][CH:10]=[C:9]([O:8][CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]3)[N:14]=2)=[O:22])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 187718666-(1-Methyl-piperidin-4-yloxy)-pyridin-2-ylamine

Product 1

HCID 69067478HCID 69067478, compoundYield 97%

Procedure

Using a method similar to example 160, starting with 6-(1-methyl-piperidin-4-yloxy)-pyridin-2-ylamine (preparation 60, 150 mg, 0.724 mmol) and 4-fluorobenzoyl chloride (128 μL, 1.08 mmol) yields the title compound (256 mg, 97%). Mass spectrum (ion spray): m/z 330.1 (M+1); Analysis calculated for C18H21N3O2FCl.0.5H2O. The C, 57.68; H, 5.92; N, 11.21. Found: C, 57.76; H, 6.17; N, 11.44. mp=203-205° C.

Sources & evidence

ORD record
ord-9f9bc8b75dec4fc1aece8da4fddbee74
Source dataset
uspto-grants-2009_10
Patent number
US07608629B2

Reaction notes

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