4-Cyanophenylboronic acid → HCID 25127136, compound
Reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[CH2:14][CH2:13][N:12]([CH:15]3[CH2:18]C[CH2:16]3)[CH2:11][CH2:10]2)=[N:6][CH:7]=1.[C:19]([C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1)#[N:20]>>[CH:15]([N:12]1[CH2:11][CH2:10][N:9]([CH2:8][C:5]2[N:6]=[CH:7][C:2]([C:24]3[CH:25]=[CH:26][C:21]([C:19]#[N:20])=[CH:22][CH:23]=3)=[CH:3][CH:4]=2)[CH2:14][CH2:13]1)([CH3:16])[CH3:18]Participants
3
Procedure
1-(5-Bromopyridin-2-ylmethyl)-4-isopropylpiperazine (1.163, 3.75 mmol) and 4-cyanophenyl-boronic acid (0.82 g, 5.6 mmol) were mixed with catalyst and reacted in the same manner as in example 18. The title compound was isolated as white crystals of the free amine. Yield: 241 mg (20%)
Workup
- customreacted in the same manner as in example 18
Sources & evidence
- ORD record
- ord-351710f6b6e64a8492c46e511078c644
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08344001B2
Reaction notes
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