(2,4-Dimethoxypyrimidin-5-yl)boronic acid → HCID 178494060, compound

HRID 2103706Notes

Reaction equation

HRID 2103706 reaction equation
Br[C:2]1[CH:20]=[CH:19][C:5]2[N:6]=[C:7]([C@H:9]3[CH2:12][C@H:11]([N:13]4[CH2:17][CH2:16][CH2:15][C@H:14]4C)[CH2:10]3)[S:8][C:4]=2[CH:3]=1.[CH3:21][O:22][C:23]1[N:28]=[CH:27][C:26](B(O)O)=[C:25]([O:32][CH3:33])[N:24]=1.N1C=C(B(O)O)C=NC=1>>[CH3:21][O:22][C:23]1[N:24]=[C:25]([O:32][CH3:33])[C:26]([C:2]2[CH:20]=[CH:19][C:5]3[N:6]=[C:7]([C@H:9]4[CH2:12][C@H:11]([N:13]5[CH2:17][CH2:16][CH2:15][CH2:14]5)[CH2:10]4)[S:8][C:4]=3[CH:3]=2)=[CH:27][N:28]=1

Participants

4

Reactant 3

HCID 2736209(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2795193(Pyrimidin-5-yl)boronic acidHCID 178461421HCID 178461421, compound

Product 1

HCID 178494060HCID 178494060, compound

Procedure

The title compound was prepared according to the procedure described in Example 1F, substituting the product of Example 62A for the product of Example 1E and substituting 2,6-dimethoxy-5-pyrimidineboronic acid for pyrimidine-5-boronic acid. 1H NMR (300 MHz, CDCl3) δ ppm 8.32 (s, 1H) 8.02 (d, J=8.48 Hz, 1H) 7.97 (d, J=1.70 Hz, 1H) 7.57 (dd, J=8.65, 1.86 Hz, 1H) 4.03-4.10 (s, 3H) 3.95-4.03 (m, 1H) 3.26-3.42 (m, 1H) 2.43-2.78 (m, 6H) 1.79-1.98 (m, 4H) 1.45-1.66 (m, 2H). MS: (M+H)+=397.

Sources & evidence

ORD record
ord-93cd406bff8347f58cc7f3ea692750f5
Source dataset
uspto-grants-2009_08
Patent number
US07576110B2

Reaction notes

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