2-Chlorobenzoyl chloride → HCID 69071531, compound

HRID 1822050Notes

Reaction equation

HRID 1822050 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.[Cl:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[C:19](Cl)=[O:20]>>[ClH:16].[Cl:16][C:17]1[CH:25]=[CH:24][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 691102-Chlorobenzoyl chlorideHCID 187718666-(1-Methyl-piperidin-4-yloxy)-pyridin-2-ylamine

Product 1

HCID 69071531HCID 69071531, compoundYield 153.3%

Procedure

Using a method similar to example 154, using 6-(1-methyl-piperidin-4-yloxy)-pyridin-2-ylamine (preparation 60, 200 mg, 0.965 mmol) and 2-chlorobenzoyl chloride (146 μL, 1.16 mmol) yields the title compound (340 mg, 92%). Mass spectrum (ion spray): m/z 346.0 (M+1); Analysis calculated for C18H20N3O2Cl2.0.5H2O. Theory: C, 55.25; H, 5.67; N, 10.74. Found: C, 55.60; H, 5.67; N, 10.74. mp=88-90° C.

Sources & evidence

ORD record
ord-1f7f57b60eb5414ca394a7b671ddc6fc
Source dataset
uspto-grants-2009_10
Patent number
US07608629B2

Reaction notes

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