2-Methoxypyrimidine-5-boronic acid → HCID 178494064, compound

HRID 2047513Notes

Reaction equation

HRID 2047513 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]4[CH3:18])[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)=[CH:25][N:24]=1.N1C=C(B(O)O)C=NC=1>>[CH3:21][O:22][C:23]1[N:28]=[CH:27][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][C@@H:14]5[CH3:18])[CH2:10]4)[S:8][C:4]=3[CH:3]=2)=[CH:25][N:24]=1

Participants

4

Reactant 3

HCID 27367782-Methoxypyrimidine-5-boronic acidHCID 2795193(Pyrimidin-5-yl)boronic acidHCID 178461421HCID 178461421, compound

Product 1

HCID 178494064HCID 178494064, compound

Procedure

The title compound was prepared according to the procedure described in Example 1F, except for substituting the product of Example 11A for the product of Example 1E and substituting 2-methoxypyrimidine-5-boronic acid for pyrimidine-5-boronic acid. 1H NMR (500 MHz, CDCl3) δ ppm 8.77 (s, 2H) 8.08 (d, J=8.42 Hz, 1H) 7.98 (d, J=1.87 Hz, 1H) 7.60 (dd, J=8.58, 1.72 Hz, 1H) 4.09 (s, 3H) 3.84-3.98 (m, 1H) 3.47-3.65 (m, 1H) 2.99-3.18 (m, 1H) 2.66-2.80 (m, 2H) 2.44-2.62 (m, 2H) 2.27-2.44 (m, 1H) 1.92-2.04 (m, 1H) 1.80-1.92 (m, 1H) 1.67-1.78 (m, 1H) 1.44-1.64 (m, 2H) 1.14 (s, 3H). MS: (M+H)+=378.

Sources & evidence

ORD record
ord-70085bd0e2824ed889cc21d7d494d118
Source dataset
uspto-grants-2013_11
Patent number
US08592467B2

Reaction notes

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