HCID 86647425, compound → HCID 59570200, compound

HRID 2071033Notes

Reaction equation

HRID 2071033 reaction equation
[N:1]([CH2:4][C:5]1[CH:10]=[C:9]([C:11]([Cl:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=1)=[N+]=[N-]>CO.[Pd]>[CH2:16]([O:15][C:7]1[CH:6]=[C:5]([CH2:4][NH2:1])[CH:10]=[C:9]([C:11]([Cl:14])([CH3:13])[CH3:12])[CH:8]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 1

HCID 86647425HCID 86647425, compound

Product 1

HCID 59570200HCID 59570200, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 103 mg of 1-(azidomethyl)-3-(benzyloxy)-5-(2-chloropropan-2-yl)benzene and 10.4 mg of 10% Pd/C in 5 mL of MeOH was stirred at r.t. under H2 balloon for 4.5 h. The mixture was filtered through Celite and concentrated. (3-(benzyloxy)-5-(2-chloropropan-2-yl)phenyl)methanamine was used in the next reaction without further purification.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated
  3. custom(3-(benzyloxy)-5-(2-chloropropan-2-yl)phenyl)methanamine was used in the next reaction without further purification

Sources & evidence

ORD record
ord-6ec0802569754930aa00b48967ddce2d
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

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