2-Bromo-6-(1H-pyrazol-1-yl)pyridine → HCID 45381169, compound

HRID 2176203

Reaction equation

HRID 2176203 reaction equation
[CH2:1]1[C:14]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[NH:7][C:6]=2[CH:5]2[CH2:15][CH2:16][N:2]1[CH2:3][CH2:4]2.Br[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N:24]2[CH:28]=[CH:27][CH:26]=[N:25]2)[N:19]=1>>[N:24]1([C:20]2[N:19]=[C:18]([N:7]3[C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=4[C:14]4[CH2:1][N:2]5[CH2:3][CH2:4][CH:5]([C:6]3=4)[CH2:15][CH2:16]5)[CH:23]=[CH:22][CH:21]=2)[CH:28]=[CH:27][CH:26]=[N:25]1

Participants

3

Reactant 2

HCID 70605292-Bromo-6-(1H-pyrazol-1-yl)pyridineHCID 67545626HCID 67545626, compound

Product 1

HCID 45381169HCID 45381169, compound

Procedure

The reaction of 3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole (212 mg, 1.0 mmol; Example 187A) and 2-bromo-6-(1H-pyrazol-1-yl)pyridine (336 mg, 1.5 mmol; Maybridge) was performed as described in Example 68 to afford the title compound: 1H NMR (300 MHz, methanol-d4) δ ppm 1.99-2.12 (m, 2H) 2.17-2.30 (m, 2H) 3.09-3.30 (m, 5H) 4.33 (s, 2H) 6.52-6.57 (m, 1H) 7.09-7.19 (m, 2H) 7.36-7.50 (m, 3H) 7.79 (s, 1H) 7.96 (d, J=7 Hz, 1H) 8.12-8.22 (m, 1H) 8.50 (d, J=2 Hz, 1H); MS (DCI/NH3) m/z 356 (M+H)+.

Sources & evidence

ORD record
ord-7c22937076d9454f8ea43d5b18966f3a
Source dataset
uspto-grants-2015_06
Patent number
US09063126B2

Linked notes

Loading…