(+-)-Tetrahydro-2-furoic acid → N-(4'-{[(Cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1'biphenyl-3-yl)tetrahydrofuran-2-carboxamide
Reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:21])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([NH:16][CH2:17][CH:18]3[CH2:20][CH2:19]3)=[O:15])=[CH:10][CH:9]=2)[CH:7]=1.[O:22]1[CH2:26][CH2:25][CH2:24][CH:23]1[C:27](O)=[O:28]>>[CH:18]1([CH2:17][NH:16][C:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]3[C:5]([CH3:21])=[CH:4][CH:3]=[C:2]([NH:1][C:27]([CH:23]4[CH2:24][CH2:25][CH2:26][O:22]4)=[O:28])[CH:7]=3)=[CH:9][CH:10]=2)=[O:15])[CH2:20][CH2:19]1Participants
3
Procedure
N-(4′-{[(Cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′biphenyl-3-yl)tetrahydrofuran-2- carboxamide was prepared from 5′-amino-N-(cyclopropylmethyl)-2′-methyl-1,1′-biphenyl-4- carboxamide and tetrahydrofuran-2-carboxylic acid. using method D. NMR; δH [2H6]—DMSO 9.65,(1H, s), 8.61,(1H, t), 7.91,(2H, d), 7.63-7.60,(2H, m), 7.41,(2H, d), 7.22,(1H, d), 4.36,(1H, m), 3.97,(1H, q), 3.81,(1H, q), 3.16,(2H, t), 2.17,(4H, m), 1.97,(1H, m), 1.84,(2H, m), 1.04,(1H, m), 0.43,(2H, m), 0.24,(2H, m). LCMS: retention time 3.12 min, MH+379.
Sources & evidence
- ORD record
- ord-df0ecd5343a544e9893958e7c0f74a97
- Source dataset
- uspto-grants-2008_10
- Patent number
- US07432289B2
Reaction notes
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