Water → [2-[4-(morpholin-4-yl)-2-nitrophenyl]vinyl]-1H-indazole

HRID 1821399Notes

Reaction equation

HRID 1821399 reaction equation
[Br-].[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](C[P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[N:3]1.[N:31]1([C:37]2[CH:44]=[CH:43][C:40]([CH:41]=O)=[C:39]([N+:45]([O-:47])=[O:46])[CH:38]=2)[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1.[C:48](=O)([O-])[O-].[K+].[K+].O>CO>[N:31]1([C:37]2[CH:44]=[CH:43][C:40]([CH:41]=[CH:48][N:2]3[C:10]4[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=4)[CH:4]=[N:3]3)=[C:39]([N+:45]([O-:47])=[O:46])[CH:38]=2)[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 716519774-Morpholino-2-nitrobenzaldehydeHCID 178419401HCID 178419401, compound

Product 1

HCID 86628211[2-[4-(morpholin-4-yl)-2-nitrophenyl]vinyl]-1H-indazoleYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(1H-Indazol-3-ylmethyl)triphenylphosphonium bromide (0.64 g, 1.3 mmol) was dissolved in methanol (8.0 mL) and the solution was added with 4-(morpholin-4-yl)-2-nitrobenzaldehyde (0.35 g, 1.5 mmol) and potassium carbonate (0.37 g, 2.7 mmol), followed by stirring at room temperature for 1 hour. The reaction mixture was added with water and the precipitated solid was collected by filtration and dried. The obtained solid was triturated in methanol to obtain (E)-3-([2-[4-(morpholin-4-yl)-2-nitrophenyl]vinyl]-1H-indazole (0.41 g, 86%).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. customdried
  3. customThe obtained solid was triturated in methanol

Sources & evidence

ORD record
ord-7418075d766d4dc3a193215e7e908171
Source dataset
uspto-grants-2009_10
Patent number
US07605272B2

Reaction notes

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