2,2'-Bis(dicyclohexylphosphino)-1,1'-biphenyl → {8-[4-(Dimethyl-phosphinoyl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl}-{3-[1-(2-methanesulfonyl-ethyl)-piperidin-4-yl]-phenyl}-amine
Reaction equation
Cl[C:2]1[N:20]=[C:5]2[C:6]([C:10]3[CH:15]=[CH:14][C:13]([P:16]([CH3:19])([CH3:18])=[O:17])=[CH:12][CH:11]=3)=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[CH3:21][S:22]([CH2:25][CH2:26][N:27]1[CH2:32][CH2:31][CH:30]([C:33]2[CH:34]=[C:35]([NH2:39])[CH:36]=[CH:37][CH:38]=2)[CH2:29][CH2:28]1)(=[O:24])=[O:23].C1(P(C2CCCCC2)C2C=CC=CC=2C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)CCCCC1>>[CH3:18][P:16]([CH3:19])([C:13]1[CH:14]=[CH:15][C:10]([C:6]2[C:5]3[N:4]([N:3]=[C:2]([NH:39][C:35]4[CH:36]=[CH:37][CH:38]=[C:33]([CH:30]5[CH2:31][CH2:32][N:27]([CH2:26][CH2:25][S:22]([CH3:21])(=[O:24])=[O:23])[CH2:28][CH2:29]5)[CH:34]=4)[N:20]=3)[CH:9]=[CH:8][CH:7]=2)=[CH:11][CH:12]=1)=[O:17]Participants
4
Reactant 3
Product 1
Procedure
203 c) {8-[4-(Dimethyl-phosphinoyl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl}-{3-[1-(2-methanesulfonyl-ethyl)-piperidin-4-yl]-phenyl}-amine was prepared from 2-chloro-8-[4-(dimethyl-phosphinoyl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridine (75.0 mg, 0.245 mmol) and 3-[1-(2-methanesulfonyl-ethyl)-piperidin-4-yl]-phenylamine (78.0 mg, 0.276 mmol) with 2,2′-bis-dicyclohexylphosphanyl-biphenyl (21.0 mg, 0.0384 mmol) as the ligand in a manner analogous to Example 2d. Product isolated as an off-white solid (0.078 g, 58%).
Sources & evidence
- ORD record
- ord-b62a253b49e34efba17417e0ff23f51a
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08633173B2
Reaction notes
Loading…