Water → HCID 17962012, compound

HRID 349541Notes

Reaction equation

HRID 349541 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:9]1[C:13]([NH:14][C:15]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:12]([C:34]#[N:35])[CH:11]=[N:10]1)[CH3:8].[F-].[Na+].O>O1CCCC1>[NH2:35][CH2:34][C:12]1[CH:11]=[N:10][N:9]([CH2:7][CH3:8])[C:13]=1[NH:14][C:15]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 962WaterHCID 5235Sodium FluorideHCID 17961998HCID 17961998, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 17962012HCID 17962012, compoundYield 44.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of lithium aluminum hydride (3.01 g) in tetrahydrofuran (150 ml) was added 1-ethyl-5-(tritylamino)-1H-pyrazole-4-carbonitrile (7.5 g) at room temperature. The mixture was refluxed for 55 hours. After cooling on an ice bath, sodium fluoride (13.3 g) and water (6 ml) were added to the reaction mixture. The insoluble materials were removed by filtration. The filtrate was evaporated to give 4-aminomethyl-1-ethyl-5-tritylaminopyrazole (3.4 g).

Workup

  1. temperatureThe mixture was refluxed for 55 hours
  2. temperatureAfter cooling on an ice bath
  3. customThe insoluble materials were removed by filtration
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-b6f6fc2fe3b14013986a8d960834a294
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

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