(6-Methoxypyridin-3-yl)boronic acid → HCID 178488512, compound

HRID 2103687Notes

Reaction equation

HRID 2103687 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][CH: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][CH2:14][CH2:18]5)[CH2:10]4)[S:8][C:4]=3[CH:3]=2)=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 2734368(6-Methoxypyridin-3-yl)boronic acidHCID 2795193(Pyrimidin-5-yl)boronic acidHCID 178461421HCID 178461421, compound

Product 1

HCID 178488512HCID 178488512, compound

Procedure

The title compound was prepared according to the procedure described in Example 1F, substituting the product of Example 44A for the product of Example 1E, and substituting 6-methoxypyridine-3-boronic acid for pyrimidine-5-boronic acid. 1H NMR (500 MHz, CDCl3) δ ppm 8.43 (d, J=2.44 Hz, 1H) 8.03 (d, J=8.54 Hz, 1H) 7.97 (d, J=1.53 Hz, 1H) 7.84 (dd, J=8.70, 2.59 Hz, 1H) 7.62 (dd, J=8.54, 1.83 Hz, 1H) 6.85 (d, J=8.54 Hz, 1H) 4.00 (s, 3H) 3.82-3.93 (m, 1H) 3.36-3.48 (m, 1H) 2.87-2.98 (m, 2H) 2.52-2.71 (m, 4H) 2.08 (s, 2H) 1.67-1.82 (m, 4H) 1.48-1.58 (m, 2H). MS: (M+H)+=380.

Sources & evidence

ORD record
ord-cabd6f8ede2a44dfbbe4f0ce033e8bdd
Source dataset
uspto-grants-2009_08
Patent number
US07576110B2

Reaction notes

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