HCID 11402818, compound → 6-[({6-[(4-butylphenyl)ethynyl]-3-pyridinyl}methyl)amino]-2,2-dimethyl-4H-1,3-benzodioxin-4-one
Reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][N:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[NH2:21][C:22]1[CH:23]=[CH:24][C:25]2[O:30][C:29]([CH3:32])([CH3:31])[O:28][C:27](=[O:33])[C:26]=2[CH:34]=1>>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[N:14]=[CH:15][C:16]([CH2:17][NH:21][C:22]3[CH:23]=[CH:24][C:25]4[O:30][C:29]([CH3:31])([CH3:32])[O:28][C:27](=[O:33])[C:26]=4[CH:34]=3)=[CH:19][CH:20]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]Participants
3
Procedure
The titled compound was prepared following the procedure A using 6-[(4-butylphenyl)ethynyl]nicotinaldehyde and 6-amino-2,2-dimethyl-benzo[1,3]dioxin-4-one as a yellow powder (22%). 1H NMR (CDCl3, 300 MHz) δ 8.61 (s, 1H), 7.66 (m, 1H), 7.48 (m, 3H), 7.16 (m, 3H), 6.87-6.76 (m, 2H), 4.36 (s, 2H), 2.61 (t, J=7.7 Hz, 2H), 1.69 (s, 6H), 1.66-1.54 (m, 2H), 1.41-1.28 (m, 2H), 0.92 (t, J=7.2 Hz, 3H). M− (ESI): 439.1; M+ (ESI): 441.4. HPLC, Rt: 4.55 min (Purity: 85.3%).
Sources & evidence
- ORD record
- ord-f205241ee7754e91b44996628b74a745
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07589232B2
Reaction notes
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