2,6-Difluorobenzoyl chloride → HCID 66938917, compound

HRID 1716936Notes

Reaction equation

HRID 1716936 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][CH:24]=[C:23]([F:27])[C:19]=1[C:20]([Cl:22])=[O:21]>O1CCOCC1>[ClH:22].[F:17][C:18]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:19]=1[C:20]([NH:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([N:2]([CH3:1])[CH:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)[N:4]=1)=[O:21]

Participants

4

Reactant 2

HCID 874382,6-Difluorobenzoyl chlorideHCID 58997271N-methyl N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine

Product 1

HCID 66938917HCID 66938917, compoundYield 80.3%

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), 2,6-difluorobenzoyl chloride (125 μL, 0.998 mmol), and 1,4-dioxane (10 mL) to yield 289 mg (80%) of the title compound: mass spectrum (ion spray): m/z=361.3 (M+1); Analysis Calcd for C19H23N4OF2Cl.0.5H2O: C, 56.22; H, 5.96; N, 13.80. Found: C, 56.49; H, 5.80; N, 14.15. mp 308° C. (dec.).

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-54102360544840f29dc7855964956836
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Reaction notes

Loading…