2-Chloro-4-fluorobenzoyl chloride → HCID 66939175, compound

HRID 1716929Notes

Reaction equation

HRID 1716929 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.[Cl:17][C:18]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21]>N1C=CC=CC=1>[ClH:17].[Cl:17][C:18]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][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 27365462-Chloro-4-fluorobenzoyl chlorideHCID 58997271N-methyl N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine

Product 1

HCID 66939175HCID 66939175, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

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) and 2-chloro-4-fluorobenzoyl chloride (263 mg, 1.36 mmol), and using pyridine as the solvent, to yield 185 mg (49%) of the title compound: mass spectrum (ion spray): m/z=377.2 (M+1); Analysis calc'd for C19H23N4OFCl2.0.6H2O: C, 53.80; H, 5.75; N, 13.21. Found: C, 53.55; H, 5.66; N, 13.28; mp 229-31° C.

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-f645163bf11146d69c09e9e6556fa54b
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Reaction notes

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