4-[(5,6-Dichloro-pyridazin-4-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester → 4-[(Pyridazin-4-ylamino)-methyl]-piperidine

HRID 1351525Notes

Reaction equation

HRID 1351525 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][NH:18][C:19]2[C:24](Cl)=[C:23](Cl)[N:22]=[N:21][CH:20]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>C(O)C.[Pd]>[N:22]1[CH:23]=[CH:24][C:19]([NH:18][CH2:17][CH:14]2[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]2)=[CH:20][N:21]=1

Participants

4

Reactant 1

HCID 101352914-[(5,6-Dichloro-pyridazin-4-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester

Product 1

HCID 221355874-[(Pyridazin-4-ylamino)-methyl]-piperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-[(5,6-dichloro-pyridazin-4-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester (EXAMPLE 65, 2.00 g, 5.06 mmol), Pd/C (10%, 0.20 g) in absolute ethanol (15 mL) was vigorously stirred under 1 atm H2 provided by a H2 balloon for 7 h. Filtered and concentrated, the reaction gave 4-[(Pyridazin-4-ylamino)-methyl]-piperidine. M.S. (M+1): 193.25

Workup

  1. customprovided by a H2 balloon for 7 h
  2. filtrationFiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-cc01037aec8f478fb7edbfe563ebff65
Source dataset
uspto-grants-2007_05
Patent number
US07217716B2

Reaction notes

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