N-bromobutanimide → HCID 135961823, compound

HRID 2234117Notes

Reaction equation

HRID 2234117 reaction equation
[OH:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]2[CH:10]=[C:11]([C:16]3[NH:17][C:18]4[C:23]([CH:24]=3)=[CH:22][CH:21]=[CH:20][CH:19]=4)[C:12](=[O:15])[NH:13][N:14]=2)=[CH:4][C:3]=1[CH3:25].[Br:26]N1C(=O)CCC1=O>CC(C)=O>[Br:26][C:24]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[NH:17][C:16]=1[C:11]1[C:12](=[O:15])[NH:13][N:14]=[C:9]([C:5]2[CH:6]=[C:7]([CH3:8])[C:2]([OH:1])=[C:3]([CH3:25])[CH:4]=2)[CH:10]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 135438490HCID 135438490, compound

Product 1

HCID 135961823HCID 135961823, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

10 mg of 6-(4-hydroxy-3,5-dimethyl-phenyl)-4-(1H-indol-2-yl)-2H-pyridazin-3-one is dissolved in 400 μl of acetone and 5.3 mg of N-bromosuccinimide is added. The solution is stirred at RT for 20 min and the product is purified by preparative RP-HPLC eluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid). Yield 4 mg. LC-MS (ES+) 409/411 (M)+.

Workup

  1. customthe product is purified by preparative RP-HPLC
  2. washeluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid)

Sources & evidence

ORD record
ord-930926737ace4ff6828c90265d09d599
Source dataset
uspto-grants-2010_05
Patent number
US07709466B2

Reaction notes

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