Phosphorus oxybromide → HCID 178424305, compound

HRID 1890363Notes

Reaction equation

HRID 1890363 reaction equation
CS([O:5][C:6]1[N:11]=[C:10]2[N:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[CH3:22])[C:13](O)=[N:14][C:9]2=[CH:8][CH:7]=1)(=O)=O.P(Br)(Br)([Br:25])=O>>[Br:25][C:13]1[N:12]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])[C:10]2=[N:11][C:6]([OH:5])=[CH:7][CH:8]=[C:9]2[N:14]=1

Participants

3

Reactant 2

HCID 24613Phosphorus oxybromideHCID 178424324HCID 178424324, compound

Product 1

HCID 178424305HCID 178424305, compound

Procedure

From 2-hydroxy-3-o-tolyl-3H-imidazo[4,5-b]pyridin-5-yl methanesulfonate and phosphoryl tribromide, prepared in a similar manner as the one described in Example 1.136, the title compound was obtained. LCMS m/z=304.20 [M+H]+, 1H NMR (400 MHz, methanol-d4) δ ppm 2.05 (s, 3H), 6.7 (d, J=8.6 Hz, 1H), 7.33 (d, J=7.8, 1H), 7.42-7.47 (m, 1H), 7.48-7.53 (m, 2H), 7.94 (d, J=8.7, 1H).

Sources & evidence

ORD record
ord-f259e2306e744972a4377d06274db8f4
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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