Diisopropylethylamine → 2,4'-Dimethyl-N-((2-methylpyrimidin-5-yl)methyl)-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxamide
Reaction equation
[CH3:1][C:2]1[C:7]([C:8](O)=[O:9])=[CH:6][C:5]([S:11]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)(=[O:13])=[O:12])=[CH:4][C:3]=1[C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=1.[CH3:26][C:27]1[N:32]=[CH:31][C:30]([CH2:33][NH2:34])=[CH:29][N:28]=1.F[P-](F)(F)(F)(F)F.C[N+](C)=C(N(C)C)ON1C2N=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[CH3:1][C:2]1[C:7]([C:8]([NH:34][CH2:33][C:30]2[CH:29]=[N:28][C:27]([CH3:26])=[N:32][CH:31]=2)=[O:9])=[CH:6][C:5]([S:11]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)(=[O:13])=[O:12])=[CH:4][C:3]=1[C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A reaction vial was charged with 2,4′-dimethyl-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxylic acid (40 mg, 0.11 mmol), (2-methylpyrimidin-5-yl)methanamine (18 mg, 0.15 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (106 mg, 0.28 mmol), N,N-diisopropylethylamine (39 μL, 0.22 mmol) and N,N-dimethylformamide (1.33 mL), and the reaction mixture was stirred at room temperature overnight. The reaction mixture was purified by preparative HPLC to afford the compound as a white solid.
Workup
- customA reaction
- customThe reaction mixture was purified by preparative HPLC
Sources & evidence
- ORD record
- ord-3af77e4da73a45c48b219256b24b4b6a
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08946439B2
Reaction notes
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