1-(2-Bromoethoxy)-4-fluorobenzene → HCID 57800088, compound

HRID 913605Notes

Reaction equation

HRID 913605 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]=1

Participants

3

Reactant 2

HCID 20641711-(2-Bromoethoxy)-4-fluorobenzeneHCID 674043384-chloro-2-propyl-1H-indole-5-carbonitrile

Product 1

HCID 57800088HCID 57800088, compound

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, 1 H), 7.80 (d, J=8.7 Hz, 1 H), 7.54 (d, J=8.5 Hz, 1 H), −7.11-6.97 (m, 2 H), 6.83-6.71 (m, 2 H), 4.64 (t, 2 H), 4.20 (t, 2 H), 2.88 (t, 2 H), 1.70-1.58 (m, 2 H), 0.94 (t, J=7.3 Hz, 3 H); MS (ES) m/z 357 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-15fefcaf0dfc43d4a74c0185b7efbb6f
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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