Boron tribromide → 64435-20-7

HRID 1255199Notes

Reaction equation

HRID 1255199 reaction equation
Cl[C:2]1[N:7]=[C:6](N2C(C(F)(F)F)=C(C(OCC)=O)C=N2)[CH:5]=[CH:4][N:3]=1.C[O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1B(O)O.B(Br)(Br)Br>>[N:7]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[OH:23]

Participants

4

Reactant 3

HCID 25134Boron tribromideHCID 27339582-Methoxyphenylboronic acidHCID 83401227HCID 83401227, compound

Product 1

HCID 59894164435-20-7

Procedure

Suzuki coupling of the title compound from Example 18 Step A with 2-methoxyphenylboronic acid, followed by treatment with BBr3 (according to Example 8 Steps A and B) gave a pyrimidinyl phenol which was processed to the title compound according to Example 1 Steps C and D: LCMS m/z 545.3 [M+H]+; 1H NMR (500 MHz, d6-DMSO) δ 9.20 (d, J=5.5 Hz, 1H), 8.42 (s, 1H), 7.88 (d, J=5.5 Hz, 1H), 7.69 (dd, J=8.0, 2.0 Hz, 1H), 7.50-7.47 (m, 1H), 7.27-2.08 (m, 11H), 5.13 (s, 2H), 2.82 (s, 4H).

Sources & evidence

ORD record
ord-29fc8000715d44329530c685ee83769a
Source dataset
uspto-grants-2013_06
Patent number
US08455638B2

Reaction notes

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