(2-Bromoethyl)cyclohexane → Ethyl 1-(2-cyclohexylethyl)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

HRID 2377059Notes

Reaction equation

HRID 2377059 reaction equation
[NH:1]1[C:5]2=[CH:6][N:7]=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:9]=[C:4]2[CH:3]=[CH:2]1.Br[CH2:16][CH2:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>>[CH:18]1([CH2:17][CH2:16][N:1]2[C:5]3=[CH:6][N:7]=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:9]=[C:4]3[CH:3]=[CH:2]2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 15440(2-Bromoethyl)cyclohexaneHCID 10702827ethyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate

Product 1

HCID 69196798Ethyl 1-(2-cyclohexylethyl)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

Procedure

The title compound was prepared by alkylation of ethyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate with (2-bromoethyl)cyclohexane in a manner similar to step 6 of example 1. 1H NMR (CDCl3) δ ppm 8.86 (s, 1H), 8.50 (s, 1H), 7.33 (d, 1H, J=3.0 Hz), 6.66 (d, 1H, J=3.0 Hz), 4.52 (q, 2H, J=6.9 Hz), 4.29 (t, 2H, J=7.5 Hz), 1.66-1.83 (m, 7H), 1.48 (t, 3H, J=7.2 Hz), 1.18-1.32 (m, 4H), 0.93-1.05 (m, 2H). LCMS (APCI, M+H+): 301.1

Sources & evidence

ORD record
ord-d3ff4fd8760c4cc2877aa88aebbf8e9b
Source dataset
uspto-grants-2008_12
Patent number
US07468375B2

Reaction notes

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