Ethyl Acetate → 1-[3-(6-(Furan-3-yl)-3H-imidazo[4.5-b]pyridin-3-yl)phenyl]pyrrolidin-2-one

HRID 2086072Notes

Reaction equation

HRID 2086072 reaction equation
Br[C:2]1[CH:3]=[C:4]2[N:10]=[CH:9][N:8]([C:11]3[CH:12]=[C:13]([N:17]4[CH2:21][CH2:20][CH2:19][C:18]4=[O:22])[CH:14]=[CH:15][CH:16]=3)[C:5]2=[N:6][CH:7]=1.[C:23]([O:26][CH2:27][CH3:28])(=O)[CH3:24]>>[O:26]1[CH:27]=[CH:28][C:24]([C:2]2[CH:3]=[C:4]3[N:10]=[CH:9][N:8]([C:11]4[CH:12]=[C:13]([N:17]5[CH2:21][CH2:20][CH2:19][C:18]5=[O:22])[CH:14]=[CH:15][CH:16]=4)[C:5]3=[N:6][CH:7]=2)=[CH:23]1

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 227279581-[3-(6-Bromo-3H-imidazo[4,5-b]pyridin-3-yl)phenyl]pyrrolidin-2-one

Product 1

HCID 97982081-[3-(6-(Furan-3-yl)-3H-imidazo[4.5-b]pyridin-3-yl)phenyl]pyrrolidin-2-one

Procedure

The title compound was prepared from 1-[3-(6-bromo-3H-imidazo[4,5-b]pyridin-3-yl)phenyl]pyrrolidin-2-one as described in Example 1. Free base, yellow crystals, m.p. 208-210° C. (from ethyl acetate); δH (360 MHz, d6-DMSO) 2.11 (2H, quin, J 7), 2.54 (2H, t, J 8), 3.93 (2H, t, J 7), 7.16 (1H, s), 7.60 (1H, t, J 8), 7.68-7.71 (1H, m), 7.78-7.81 (2H, m), 8.28 (1H, t, J 2), 8.35 (1H, s), 8.48 (1H, s), 8.76 (1H, s), 8.90 (1H, s); m/z (ES+) 345 (M++H).

Sources & evidence

ORD record
ord-e8ded4083efd4f0aadcfd6839530be1c
Source dataset
uspto-grants-2004_04
Patent number
US06723735B1

Reaction notes

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