Bromine → 3-bromo-2-(1-chloroethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

HRID 58219Notes

Reaction equation

HRID 58219 reaction equation
[Cl:1][CH:2]([C:4]1[N:5]=[C:6]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:7]2[C:8](=[O:10])[CH:9]=1)[CH3:3].[Br:16]Br>C(Cl)Cl>[Br:16][C:9]1[C:8](=[O:10])[N:7]2[C:11]([CH3:15])=[CH:12][CH:13]=[CH:14][C:6]2=[N:5][C:4]=1[CH:2]([Cl:1])[CH3:3]

Participants

4

Reactant 2

HCID 24408BromineHCID 668634172-(1-chloroethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

Product 1

HCID 668640303-bromo-2-(1-chloroethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 2-(1-chloroethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (3.16 g, 14.2 mmol) in methylene chloride (30 mL) was added drop-wise bromine (0.804 mL, 15.6 mmol) in methylene chloride (7 mL). The reaction mixture was stirred at room temperature for 2 h. The product precipitated out and was collected by filtration (2.42 g, 56.6%). LCMS calculated for C11H11BrClN2O (M+H)+: m/z=301.0. Found: 301.1.

Workup

  1. customThe product precipitated out
  2. filtrationwas collected by filtration (2.42 g, 56.6%)

Sources & evidence

ORD record
ord-95753b43ccbc45418ccf1b5035e28802
Source dataset
uspto-grants-2016_09
Patent number
US09434746B2

Reaction notes

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