4-Chloro-6-hydrazinylpyrimidine → 4-Hydrazino-6-[4-(2-methoxyethyl)piperazin-1-yl]pyrimidine
Reaction equation
Cl[C:2]1[CH:7]=[C:6]([NH:8][NH2:9])[N:5]=[CH:4][N:3]=1.[CH3:10][O:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>O>[NH:8]([C:6]1[CH:7]=[C:2]([N:17]2[CH2:18][CH2:19][N:14]([CH2:13][CH2:12][O:11][CH3:10])[CH2:15][CH2:16]2)[N:3]=[CH:4][N:5]=1)[NH2:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
A mixture of 1.0 g (6.9 mmol) of the compound from Example 7A and 1.1 g (7.6 mmol) 1-(2-methoxyethyl)piperazine in 10 ml water is stirred at 100° C. for 2 h. A further 0.9 g (6.2 mmol) 1-(2-methoxyethyl)piperazine is added and the reaction mixture is stirred further at 100° C. for 16 h. After concentration in vacuo, the residue is stirred in acetonitrile. The solid which has precipitated out is filtered off, washed first with ethanol and then with diethyl ether and dried in vacuo.
Workup
- stirringthe reaction mixture is stirred further at 100° C. for 16 h
- concentrationAfter concentration in vacuo
- stirringthe residue is stirred in acetonitrile
- customThe solid which has precipitated out
- filtrationis filtered off
- washwashed first with ethanol
- dry with materialwith diethyl ether and dried in vacuo
Sources & evidence
- ORD record
- ord-3c5e3ddcc7244eb9b555b38db109b1db
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09168249B2
Reaction notes
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