Ethyl Acetate → HCID 22727948, compound

HRID 2086081Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([N+:22]([O-])=O)[C:5]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[CH:10]=2)=[N:6][CH:7]=1.[C:25](OCC)(=O)C>>[Br:1][C:2]1[CH:3]=[C:4]2[N:22]=[CH:25][N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]4[CH2:21][CH2:20][O:19][CH2:18][CH2:17]4)[CH:10]=3)[C:5]2=[N:6][CH:7]=1

Participants

Reactant 2

HCID 8857Ethyl Acetate

HCID 22727949HCID 22727949, compound

Product 1

HCID 22727948HCID 22727948, compound

Procedure

6-Bromo-3-[3-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine was prepared from N-(5-bromo-3-nitropyridin-2-yl)-N-[3-(morpholin-4-ylmethyl)phenyl]amine as described in Example 1. Maleate salt, cream-coloured powder, m.p. 176-178° C. (from ethyl acetate); δH (400 MHz, d6-DMSO @ 340K) 2.64-2.68 (4H, m), 3.68-3.72 (4H, m), 4.00 (2H, s), 6.13 (2H, s), 7.51 (1H, d, J 8), 7.64 (1H, t, J 8), 7.89 (1H, d, J 8), 7.94 (1H, s), 8.47 (1H, d, J 2), 8.52 (1H, d, J 2), 8.89 (1H, s); m/z (ES+) 373 and 375 (M++H).

Sources & evidence

ORD record: ord-6d31edab872047a38e5e86adce3fb7f5
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06723735B1

Reaction notes

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