2-Methyl-5-vinylpyridine → HCID 67545588, compound

HRID 2176177Notes

Reaction equation

HRID 2176177 reaction equation
[N:1]12[CH2:15][CH2:14][CH:4]([C:5]3[NH:6][C:7]4[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=4[C:13]=31)[CH2:3][CH2:2]2.[CH3:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]=[CH2:24])=[CH:19][N:18]=1>>[CH3:16][C:17]1[N:18]=[CH:19][C:20]([CH2:23][CH2:24][N:6]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:13]3[N:1]4[CH2:2][CH2:3][CH:4]([C:5]2=3)[CH2:14][CH2:15]4)=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 88172-Methyl-5-vinylpyridineHCID 10798028HCID 10798028, compound

Product 1

HCID 67545588HCID 67545588, compound

Procedure

The coupling of 2,3,4,5-tetrahydro-1,4-ethanopyrido[3,2-b]indole (110 mg, 0.56 mmol; Example 205A) and 2-methyl-5-vinylpyridine (99 mg, 0.83 mmol; prepared as described in International Publication No. WO 2001017968) was performed according to the procedure described in Example 106A to provide the title compound: 1H NMR (500 MHz, methanol-d4) δ ppm 0.91-1.05 (m, 2H), 1.75-1.85 (m, 2H), 2.38 (s, 3H), 2.42-2.51 (m, 2H), 3.09-3.21 (m, 5H), 4.44-4.50 (m, 2H), 7.02-7.12 (m, 3H), 7.27 (dd, J=7.9, 2.1 Hz, 1H), 7.41 (d, J=8.2 Hz, 1H), 7.56 (d, J=7.3 Hz, 1H), 7.77 (d, J=2.1 Hz, 1H); MS (ESI) m/z 476 (M+H)+.

Sources & evidence

ORD record
ord-8542154fa752471fa36441e2a92c9030
Source dataset
uspto-grants-2015_06
Patent number
US09063126B2

Reaction notes

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