o-Fluorostyrene → HCID 45380572, compound

HRID 2176143Notes

Reaction equation

HRID 2176143 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][C:6]3[CH:11]4[CH2:17][CH2:16][N:14]([CH2:15][C:5]=3[C:4]=2[CH:3]=1)[CH2:13][CH2:12]4.[F:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH:25]=[CH2:26]>>[F:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25][CH2:26][N:7]1[C:8]2[CH:9]=[CH:10][C:2]([CH3:1])=[CH:3][C:4]=2[C:5]2[CH2:15][N:14]3[CH2:13][CH2:12][CH:11]([C:6]1=2)[CH2:17][CH2:16]3

Participants

3

Reactant 2

HCID 123056o-FluorostyreneHCID 67544841HCID 67544841, compound

Product 1

HCID 45380572HCID 45380572, compound

Procedure

The coupling of 9-methyl-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole (158 mg, 0.70 mmol; Example 2B) and 1-fluoro-2-vinylbenzene (171 mg, 1.40 mmol; Aldrich) was performed according to the procedure described in Example 114B to afford the title compound: 1H NMR (300 MHz, methanol-d4) δ ppm 1.63-1.76 (m, 2H), 1.87-2.01 (m, 2H), 2.39 (s, 3H), 2.88-3.22 (m, 7H), 4.16 (s, 2H), 4.33 (t, J=7 Hz, 2H), 6.86-7.26 (m, 7H); MS (DCI/NH3) m/z 349 (M+H)+.

Sources & evidence

ORD record
ord-beef15f0f5d149319e32aaa1963c8d60
Source dataset
uspto-grants-2015_06
Patent number
US09063126B2

Reaction notes

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