2-Amino-3-phenylpropanamide → HCID 45255967, compound
Reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[NH2:16][CH:17]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:18]([NH2:20])=[O:19]>>[C:18]([CH:17]([NH:16][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:19])[NH2:20]Participants
3
Procedure
In close analogy to the procedure described in Example 32, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 2-amino-3-phenyl-propionamide to provide the title compound in good yield. LCMS m/z 370 (M+1). 1H-NMR (400 MHz, DMSO-d6), δ (ppm) 3.02-3.07 (m, 1H); 3.17-3.22 (m, 1H); 4.90-4.95 (m, 1H); 7.09-7.24 (m, 6H); 7.49-7.62 (m, 3H); 7.96 (d, 2.4 Hz, 1H); 8.52 (d, 6.4 Hz, 1H); 8.72 (s, 1H).
Sources & evidence
- ORD record
- ord-3e8b386e4117440abcea3a48813cab9f
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08288549B2
Reaction notes
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