1H-Pyrrolo(2,3-b)pyridine → 1-pentyl-1H-pyrrolo[3,2-c]pyridine-2,3-dione

HRID 1715214Notes

Reaction equation

HRID 1715214 reaction equation
[NH:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[C:3](=[O:10])[C:2]1=[O:11].N1C2=NC=[CH:19][CH:20]=[C:15]2[CH:14]=[CH:13]1>>[CH2:13]([N:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[C:3](=[O:10])[C:2]1=[O:11])[CH2:14][CH2:15][CH2:20][CH3:19]

Participants

3

Reactant 2

HCID 92221H-Pyrrolo(2,3-b)pyridineHCID 107019651H-Pyrrolo[3,2-c]pyridine-2,3-dione

Product 1

HCID 667256411-pentyl-1H-pyrrolo[3,2-c]pyridine-2,3-dione

Procedure

Following the procedure as described in PREPARATION 1A, and making non-critical variations using 1H-pyrrolo[3,2-c]pyridine-2,3-dione (see Rivalle, C., et al, J. Heterocyclic Chem. (1997), 34:441) to replace 1H-pyrrolo[2,3-b]pyridine, the title compound was obtained (36%): 1H NMR (300 MHz, CDCl3) δ 8.71-8.64 (m, 2H), 6.90 (d, 1H), 3.71 (t, 2H), 1.74-1.62 (m, 2H), 1.41-1.27 (m, 4H), 0.89 (t, 3H); MS (ES+) m/z 219.3 (M+1).

Sources & evidence

ORD record
ord-a040935602284e1ca23f31fb6589de27
Source dataset
uspto-grants-2010_09
Patent number
US07799798B2

Reaction notes

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