2-Bromobenzoyl chloride → HCID 66938759, compound

HRID 1591920Notes

Reaction equation

HRID 1591920 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.[Br:17][C:18]1[CH:26]=[CH:25]C=C[C:19]=1[C:20]([Cl:22])=O.[O:27]1[CH2:32][CH2:31]OCC1>>[ClH:22].[Br:17][C:18]1[CH:26]=[CH:25][C:31]([C:32]([NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([N:2]([CH3:1])[CH:10]3[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]3)[N:4]=2)=[O:27])=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 235422-Bromobenzoyl chlorideHCID 312751,4-DioxaneHCID 58997271N-methyl N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine

Product 1

HCID 66938759HCID 66938759, compoundYield 84%

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-bromobenzoyl chloride (142 μL, 1.09 mmol), and 1,4-dioxane (10 mL) to yield 335 mg (84%) of the title compound: mass spectrum (ion spray): m/z=404.3 (M+1); Analysis Calcd for C19H24N4OBrCl.1.1H2O: C, 49.65; H, 5.75; N, 12.19. Found: C, 49.39; H, 5.51; N, 12.46.; mp 121–3° C.

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-7a5f4d91e0e94a7a85726790de922ecf
Source dataset
uspto-grants-2007_11
Patent number
US07291632B2

Reaction notes

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