1-(Quinolin-5-yl)methanamine → HCID 86595694, compound
Reaction equation
[CH:1]1([CH2:4][NH:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:19]([CH3:20])=[CH:18][CH:17]=[C:16]([C:21]([OH:23])=O)[CH:15]=3)=[CH:10][CH:9]=2)=[O:7])[CH2:3][CH2:2]1.[NH2:24][CH2:25][C:26]1[CH:35]=[CH:34][CH:33]=[C:32]2[C:27]=1[CH:28]=[CH:29][CH:30]=[N:31]2>>[CH:1]1([CH2:4][NH:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:19]([CH3:20])=[CH:18][CH:17]=[C:16]([C:21]([NH:24][CH2:25][C:26]4[CH:35]=[CH:34][CH:33]=[C:32]5[C:27]=4[CH:28]=[CH:29][CH:30]=[N:31]5)=[O:23])[CH:15]=3)=[CH:10][CH:9]=2)=[O:7])[CH2:3][CH2:2]1Participants
3
Procedure
N4′-Cyclopropylmethyl-6-methyl-N3-(quinolin-5-ylmethyl)-1,1′-biphenyl-3,4′-dicarboxamide was synthesised from {4′-[(cyclopropylmethylamino)carbonyl]-6-methyl-1,1′-biphenyl-3-yl}carboxylic acid and 5-aminomethylquinoline using method A. NMR: δH [2H6]-DMSO 9.11, (1H, t), 8.91, (1H, dd), 8.65–8.60, (2H, m), 7.95–7.91, (3H, m), 7.84, (1H, dd), 7.78, (1H, d), 7.72, (1H, t), 7.58–7.55, (2H, m), 7.46, (2H, d), 7.41, (1H, d), 4.95, (2H, d), 3.15, (2H, t), 2.27, (3H, s), 1.03, (1H, m), 0.42, (2H, m), 0.23, (2H, m). LCMS: retention time 3.15 min, MH+450.
Sources & evidence
- ORD record
- ord-4a9031b0d43c4e32a1294d389d2bb10b
- Source dataset
- uspto-grants-2007_04
- Patent number
- US07208629B2
Reaction notes
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