Water → 8-Bromo-6-methyl-2-(1-methylpyrazol-4-yl)pyrido[4,3-d]pyrimidin-5-one

HRID 575693Notes

Reaction equation

HRID 575693 reaction equation
[CH3:1][N:2]1[CH:17]=[CH:16][C:5]2[N:6]=[C:7]([C:10]3[CH:11]=[N:12][N:13]([CH3:15])[CH:14]=3)[N:8]=[CH:9][C:4]=2[C:3]1=[O:18].[Br:19]Br.O>CC(O)=O>[Br:19][C:16]1[C:5]2[N:6]=[C:7]([C:10]3[CH:11]=[N:12][N:13]([CH3:15])[CH:14]=3)[N:8]=[CH:9][C:4]=2[C:3](=[O:18])[N:2]([CH3:1])[CH:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 1180218806-Methyl-2-(1-methylpyrazol-4-yl)pyrido[4,3-d]pyrimidin-5-one

Product 1

HCID 1180223108-Bromo-6-methyl-2-(1-methylpyrazol-4-yl)pyrido[4,3-d]pyrimidin-5-oneYield 69%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound from step 3 (220 mg, 0.912 mmol) and Br2 (146 mg, 0.912 mmol) in HOAc (15 mL) were stirred at room temperature for 2 h. Water (150 mL) was added, and the resulting solid was collected and triturated with DCM: PE=10:1 (10 mL) to give the title compound (200 mg, yield: 69.0%). 1H NMR (CDCl3, 400 MHz) δ 9.54 (s, 1H), 8.33 (s, 1H), 8.27 (s, 1H), 7.77 (s, 1H), 4.01 (s, 3H), 3.62 (s, 3H).

Workup

  1. customthe resulting solid was collected
  2. customtriturated with DCM

Sources & evidence

ORD record
ord-da1638a1f8ba409082de71fdb90a22df
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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