Methyl Piperazine-2-carboxylate → Methyl 4-(5-cyanopyridin-2-yl)piperazine-2-carboxylate
Reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH:2]1[C:7]([O:9][CH3:10])=[O:8].Cl[C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][N:13]=1>>[C:16]([C:15]1[CH:18]=[CH:19][C:12]([N:4]2[CH2:5][CH2:6][NH:1][CH:2]([C:7]([O:9][CH3:10])=[O:8])[CH2:3]2)=[N:13][CH:14]=1)#[N:17]Participants
3
Procedure
This compound was synthesized from methyl piperazine-2-carboxylate and 6-chloronicotinonitrile as described for example 39 step 1 (90 mg, yield 35%). 1H NMR (400 MHz, MeOD) δ 8.42 (dd, J=2.4 Hz, 0.6 Hz, 1H), 7.76 (dd, J=9.0 Hz, 2.3 Hz, 1H), 6.90 (m, 1H), 4.39-4.35 (dd, J=13.2 Hz, 2.6 Hz, 1H), 3.95-3.90 (m, 1H), 3.76 (s, 3H), 3.63-3.60 (dd, J=8.4 Hz, 3.4 Hz, 1H), 3.52-3.47 (dd, J=13.1 Hz, 8.4 Hz, 1H), 3.45-3.39 (ddd, J=13.1 Hz, 9.3 Hz, 3.4 Hz, 1H), 3.13-3.08 (m, 1H), 2.86-2.79 (ddd, J=12.5 Hz, 9.1 Hz, 3.5 Hz, 1H).
Sources & evidence
- ORD record
- ord-ce0191d4afb14ac78a61a3e170fd0c9d
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08981084B2
Reaction notes
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