5-Bromo-4-methylpyridine-2,3-diamine → 6-Bromo-2-butyl-7-methylimidazo[4,5-b]pyridine

HRID 1729400Notes

Reaction equation

HRID 1729400 reaction equation
[CH2:1]([C:5]1NC2C(N=1)=NC=CC=2)[CH2:2][CH2:3][CH3:4].[Br:14][C:15]1[C:16]([CH3:23])=[C:17]([NH2:22])[C:18]([NH2:21])=[N:19][CH:20]=1>>[Br:14][C:15]1[C:16]([CH3:23])=[C:17]2[NH:22][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:21][C:18]2=[N:19][CH:20]=1

Participants

3

Reactant 2

HCID 101251415-Bromo-4-methylpyridine-2,3-diamineHCID 124677102-butyl-1H-imidazo[4,5-b]pyridine

Product 1

HCID 214641816-Bromo-2-butyl-7-methylimidazo[4,5-b]pyridine

Procedure

The title compound was prepared according to the procedure described for the preparation of 2-butylimidazo[4,5-b]pyridine starting with 5-bromo-2,3-diamino-4-picoline. Yield: 2.54 g (95%) of an amorphous solid: 1H NMR (250 MHz, CDCl3) δ 8.45 (s 1H), 3.05 (t, 2H, J=7 Hz), 2.73 (s, 3H), 2.02-1.87 (m, 2H), 1.61-1.45 (m, 2H), 1.02 (t, 3H, J=7 Hz).

Sources & evidence

ORD record
ord-4b7e69716dc0487a92122d9fef7be079
Source dataset
uspto-grants-1994_07
Patent number
US05332744

Reaction notes

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