2-Methyl-5-vinylpyridine → HCID 66854557, compound

HRID 2176179Notes

Reaction equation

HRID 2176179 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[N:14]4[CH2:15][CH2:16][CH:11]([CH2:12][CH2:13]4)[C:7]=3[NH:8][C:9]=2[CH:10]=1.[CH3:17][C:18]1[CH:23]=[CH:22][C:21]([CH:24]=[CH2:25])=[CH:20][N:19]=1>>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[N:14]4[CH2:15][CH2:16][CH:11]([CH2:12][CH2:13]4)[C:7]=3[N:8]([CH2:25][CH2:24][C:21]3[CH:20]=[N:19][C:18]([CH3:17])=[CH:23][CH:22]=3)[C:9]=2[CH:10]=1

Participants

3

Reactant 2

HCID 88172-Methyl-5-vinylpyridineHCID 67543874HCID 67543874, compound

Product 1

HCID 66854557HCID 66854557, compound

Procedure

The coupling of 7-methyl-2,3,4,5-tetrahydro-1,4-ethanopyrido[3,2-b]indole (110 mg, 0.52 mmol; Example 217) and 2-methyl-5-vinylpyridine (93 mg, 0.78 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 0.88-1.03 (m, 2H), 1.71-1.82 (m, 2H), 2.38 (s, 3H), 2.41-2.48 (m, 2H), 2.44 (s, 3H), 3.07-3.17 (m, 5H), 4.42 (t, J=6.3 Hz, 2H), 6.89 (d, J=8.2 Hz, 1H), 7.07 (d, J=7.9 Hz, 1H), 7.16 (s, 1H), 7.25 (dd, J=7.9, 2.1 Hz, 1H), 7.44 (d, J=7.9 Hz, 1H), 7.77 (d, J=1.8 Hz, 1H); MS (DCI) m/z 332 (M+H)+.

Sources & evidence

ORD record
ord-a8c6c55379584815acff6b8a1ab20a9a
Source dataset
uspto-grants-2015_06
Patent number
US09063126B2

Reaction notes

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