HCID 53923553, compound → 1,1-Dimethylethyldiamino-tetrahydro-methano-3H-3-benzazepine-3-carboxylate

HRID 10088Notes

Reaction equation

HRID 10088 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:18][CH:17]2[CH2:19][CH:10]([C:11]3[CH:12]=[C:13]([N+:23]([O-])=O)[C:14]([N+:20]([O-])=O)=[CH:15][C:16]=32)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]2[CH2:19][CH:17]([C:16]3[CH:15]=[C:14]([NH2:20])[C:13]([NH2:23])=[CH:12][C:11]=32)[CH2:18]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 53923553HCID 53923553, compound

Product 1

HCID 538094431,1-Dimethylethyldiamino-tetrahydro-methano-3H-3-benzazepine-3-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4,5-Dinitro-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester (1.9 g, 5.44 mmol) was hydrogenated in methanol under a H2 atmosphere (45 psi, or approximately 3 atmospheres) over 10% Pd/C (100 mg) for 1.5 hours then filtered through a Celite pad and concentrated to white solids (1.57 g, 100%). (TLC 5% methanol/CH2Cl2 (NH3) Rf 0.14).

Workup

  1. customfor 1.5 hours
  2. filtrationthen filtered through a Celite pad
  3. concentrationconcentrated to white solids (1.57 g, 100%)

Sources & evidence

ORD record
ord-0c19ea09f0b842fa85fbf56d92b2f314
Source dataset
uspto-grants-2006_08
Patent number
US07091372B2

Reaction notes

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