Benzylamine → HCID 10414655, compound

HRID 1744805Notes

Reaction equation

HRID 1744805 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:16][C:17]1[C:18]2[CH:38]=[CH:37][C:36](=[O:39])[N:35]([C:40]3[CH:48]=[CH:47][C:43]([C:44](Cl)=[O:45])=[CH:42][CH:41]=3)[C:19]=2[N:20]=[C:21]([N:23]2[CH2:28][CH2:27][N:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:25][CH2:24]2)[N:22]=1>C(Cl)Cl.O>[CH2:1]([NH:8][C:44](=[O:45])[C:43]1[CH:47]=[CH:48][C:40]([N:35]2[C:19]3[N:20]=[C:21]([N:23]4[CH2:24][CH2:25][N:26]([C:29]5[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=5)[CH2:27][CH2:28]4)[N:22]=[C:17]([CH3:16])[C:18]=3[CH:38]=[CH:37][C:36]2=[O:39])=[CH:41][CH:42]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 7504BenzylamineHCID 8471TriethylamineHCID 22225205HCID 22225205, compound

Product 1

HCID 10414655HCID 10414655, compoundYield 78.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent3×

Procedure

To a solution of benzylamine (0.0536 g; 0.50mmol) and a drop of triethylamine in 5 mL of methylene chloride, compound L (0.043 g; 0.094 mmol) in 3 mL of methylene chloride was added at room temperature. The reaction mixture was stirred for 2 h and then diluted with 10 mL of methylene chloride and 10 mL of water. The organic phase was dried over CaCl2, concentrated and the crude reaction mixture purified by silica gel column chromatography (eluant: CH2Cl2/CH3OH=190/10) to yield compound 15 (0.039 g; 78%).

Workup

  1. dry with materialThe organic phase was dried over CaCl2
  2. concentrationconcentrated
  3. customthe crude reaction mixture
  4. custompurified by silica gel column chromatography (eluant: CH2Cl2/CH3OH=190/10)

Sources & evidence

ORD record
ord-4e13093b3c134078a654ff65258f87ef
Source dataset
uspto-grants-2006_03
Patent number
US07019002B2

Reaction notes

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