Water → HCID 23130368, compound

HRID 2080230Notes

Reaction equation

HRID 2080230 reaction equation
[CH2:1]([NH:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[C:12]#[N:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[NH2:13][CH2:12][C:11]1[CH:10]=[C:9]([NH:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 9855821HCID 9855821, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 23130368HCID 23130368, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Benzylamino-benzonitrile described in Preparation Example 87 (57 mg, 0.27 mmol) was dissolved at 0° C. in tetrahydrofuran (0.5 mL), and lithium aluminum hydride (52 mg, 1.35 mmol) was added. After stirring overnight at room temperature, water (52 μl), an aqueous solution of 5N sodium hydroxide (52 μl) and water (156 μl) were sequentially added at 0° C. The reaction solution was filtered through Celite pad, then, the solvent was evaporated in vacuo, and (3-aminomethyl-phenyl)-benzyl-amine (62 mg, 0.29 mmol) was obtained as an oil.

Workup

  1. filtrationThe reaction solution was filtered through Celite pad
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-7e51eaf5ce5742c0ac16107dd40e08c6
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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