1-(2-Bromoethoxy)-4-fluorobenzene → HCID 57800088, compound
Reaction equation
[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH2:13][CH2:14][CH3:15])[NH:6]2.Br[CH2:17][CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1>>[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH2:13][CH2:14][CH3:15])[N:6]2[CH2:17][CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1Participants
3
Procedure
Synthesized as described in Example 4 from 4-chloro-2-propyl-1H-indole-5-carbonitrile and 1-[(2-bromoethyl)oxy]-4-fluorobenzene: 1H NMR (400 MHz, DMSO-d6) δ 7.89 (s, 1H), 7.80 (d, J=8.7 Hz, 1H), 7.54 (d, J=8.5 Hz, 1H), −7.11-6.97 (m, 2H), 6.83-6.71 (m, 2H), 4.64 (t, 2H), 4.20 (t, 2H), 2.88 (t, 2H), 1.70-1.58 (m, 2H), 0.94 (t, J=7.3 Hz, 3H); MS (ES) m/z 357 (M+1).
Workup
- customSynthesized
Sources & evidence
- ORD record
- ord-0d60fc0e82294dc79ba976f2f8e11ae6
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07572820B2
Reaction notes
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