HCID 66933773, compound → HCID 66934205, compound

HRID 1879567Notes

Reaction equation

HRID 1879567 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17]1[CH:16]=[CH:15][C:14]([NH:22][CH3:23])=[CH:13][C:12]2=1)C1C=CC=CC=1>C(O)(=O)C.CO.[Pd]>[CH3:23][NH:22][C:14]1[CH:13]=[C:12]2[C:17](=[CH:16][CH:15]=1)[NH:18][C:19]1[CH:20]=[CH:21][C:9]([OH:8])=[CH:10][C:11]2=1

Participants

5

Reactant 1

HCID 66933773HCID 66933773, compound

Product 1

HCID 66934205HCID 66934205, compoundYield 100.3%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6-(benzyloxy)-N-methyl-9H-carbazol-3-amine 4 (93 mg, 0.31 mmol), Pd/C (10 mg) and acetic acid (10 drops) in MeOH (10 mL) was hydrogenated at room temperature for 1.5 hrs. It was passed through a short Celite pad. The filtrate was concentrated in vacuo to give the desired product 5 (66 mg). It was used directly in the next step without any further purification. MS: m/z=213 (M+H+)+.

Workup

  1. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-5128cd409bcc4186939f5fb0d8c5b150
Source dataset
uspto-grants-2012_11
Patent number
US08318132B2

Reaction notes

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