Potassium Bromide → HCID 67362783, compound

HRID 1951357Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][C:11]2[C:12]3[N:13]([CH:23]=[C:24]([CH3:26])[N:25]=3)[CH:14]=[CH:15][C:16]=2[NH:17]C(=O)OCC)=[CH:5][CH:4]=1.[K+].[Br-]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:17]=[C:16]3[C:11](=[C:12]4[N:25]=[C:24]([CH3:26])[CH2:23][N:13]4[CH:14]=[CH:15]3)[CH:10]=2)=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 86640849HCID 86640849, compound

Product 1

HCID 67362783HCID 67362783, compound

Procedure

From 25a (yield: 35%); mp 168° C.; IR (KBr) 3422, 3053, 2917, 2827, 1637, 1521, 1490, 1307, 1027 cm−1; 1H NMR (400 MHz, DMSO-d6) δ 2.30 (s, 3H), 3.80 (s, 3H), 6.93 (d, 1H, J=7.6 Hz), 7.01 (d, 1H, J=2.0 Hz), 7.03 (m, 2H), 7.49 (s, 1H), 7.77 (m, 2H), 8.02 (d, 1H, J=7.2 Hz), 11.83 (s, 1H); 13C NMR (100 MHz, DMSO-d6) δ 14.2, 55.2, 96.8, 100.5, 109.2, 114.2, 114.4, 120.3, 124.6, 126.0, 131.0, 135.8, 139.0, 140.8, 158.5. Anal. Calcd for C17H15N3O: C, 73.63; H, 5.45; N, 15.15. Found: C, 73.89; H, 5.65; N, 15.13.

Sources & evidence

ORD record: ord-de862c0a47b0440c964b919dbdbbd29d
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

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