2,4-Dimethoxybenzeneboronic acid → HCID 23629697, compound

HRID 2375686Notes

Reaction equation

HRID 2375686 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[C:7](Br)[C:8]([C:12]#[N:13])=[CH:9][CH:10]=2)[N:5]=[N:4][C:3]=1[C:15]([NH:17][CH2:18][CH2:19][CH3:20])=[O:16].[CH3:21][O:22][C:23]1[CH:28]=[C:27]([O:29][CH3:30])[CH:26]=[CH:25][C:24]=1B(O)O>>[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([C:26]3[CH:25]=[CH:24][C:23]([O:22][CH3:21])=[CH:28][C:27]=3[O:29][CH3:30])[C:8]([C:12]#[N:13])=[CH:9][CH:10]=2)[N:5]=[N:4][C:3]=1[C:15]([NH:17][CH2:18][CH2:19][CH3:20])=[O:16]

Participants

3

Reactant 2

HCID 27343412,4-Dimethoxybenzeneboronic acidHCID 672297454-Amino-8-bromo-7-cyano-N-propyl-3-cinnolinecarboxamide

Product 1

HCID 23629697HCID 23629697, compound

Procedure

Using Method G, 4-amino-8-bromo-7-cyano-N-propyl-cinnoline-3-carboxamide and 2,4-dimethoxyphenyl boronic acid were reacted to afford the title compound as a white solid. 1H NMR (500 MHz, CDCl3) δ 8.51 (br, 1H), 7.87 (m, 2H), 7.27 (m, 1H), 6.66 (m, 2H), 3.88 (s, 3H), 3.74 (s, 3H), 3.45 (m, 2H), 1.64 (apparent sextet, 2H), 0.99 (t, J=7.0 Hz, 3H). MS APCI, m/z=392 (M+H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-413c805ffda9476a86ea14b70cf1eb3a
Source dataset
uspto-grants-2008_12
Patent number
US07465795B2

Reaction notes

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