tert-Butyl piperazine-1-carboxylate → HCID 178481774, compound
Reaction equation
Cl[C:2]1[N:12](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C:5]2[CH:6]=[N:7][N:8]([CH3:11])[C:9](=[O:10])[C:4]=2[N:3]=1.[N:32]1([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1>COC(C)(C)C>[CH3:11][N:8]1[C:9](=[O:10])[C:4]2[NH:3][C:2]([N:35]3[CH2:34][CH2:33][N:32]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:37][CH2:36]3)=[N:12][C:5]=2[CH:6]=[N:7]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
69.7 g of 2-chloro-5-methyl-1-trityl-1,5-dihydroimidazo[4,5-d]pyridazin-4-one was combined with 153.4 g of t-butyl piperazine-1-carboxylate, and the mixture was stirred and heated to 100° C. under nitrogen atmosphere. When the reaction mixture became easily stirrable, the temperature was raised to 150° C. The mixture was kept at this temperature for one hour. The reaction solution allowed to cool and then suspended in 250 ml of t-butyl methyl ether. The suspended material was collected by filtration. The solid was washed twice with 200 ml of t-butyl methyl ether and three times with 200 ml of water. The solid was again washed twice with 200 ml of t-butyl methyl ether, and dried to give 50.3 g of the title compound.
Workup
- temperaturethe temperature was raised to 150° C
- temperatureto cool
- filtrationThe suspended material was collected by filtration
- washThe solid was washed twice with 200 ml of t-butyl methyl ether and three times with 200 ml of water
- washThe solid was again washed twice with 200 ml of t-butyl methyl ether
- customdried
Sources & evidence
- ORD record
- ord-2c9b0e8bba4c413f8e4cbb5ae2a4eb59
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07772226B2
Reaction notes
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