3-Azido-1-benzhydrylazetidine → 3-Amino-1-(diphenylmethyl)azetidine

HRID 1437236

Reaction equation

HRID 1437236 reaction equation
[N:1]([CH:4]1[CH2:7][N:6]([CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5]1)=[N+]=[N-].[H][H]>C(OCC)(=O)C.[C].[Pd]>[NH2:1][CH:4]1[CH2:7][N:6]([CH:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:5]1

Participants

5

Reactant 2

HCID 155126523-Azido-1-benzhydrylazetidineHCID 178418361HCID 178418361, compound

Product 1

HCID 57445463-Amino-1-(diphenylmethyl)azetidineYield 72.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5% Palladium-carbon (200 mg) was added to 3-azido-1-benzhydrylazetidine (630 mg) obtained from Referential Example 104 in ethyl acetate (12 mL). The resultant mixture was subjected to catalytic reduction in a hydrogen atmosphere for 15 hours. The catalyst was filtered off. The solvent was evaporated under reduced pressure. The residue was purified through silica gel column chromatography (chloroform-methanol), to thereby give the title compound as a solid (410 mg, 65%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customThe solvent was evaporated under reduced pressure
  3. customThe residue was purified through silica gel column chromatography (chloroform-methanol)

Sources & evidence

ORD record
ord-3cf80ca7ea1245f4972d02608b0b764f
Source dataset
uspto-grants-2009_11
Patent number
US07622471B2

Linked notes

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