(6-Methoxypyridin-3-yl)boronic acid → HCID 24803238, compound

HRID 1698063Notes

Reaction equation

HRID 1698063 reaction equation
C(OC([C:6]1[CH:33]=[CH:32][C:9]2[N:10]=[C:11]([C:13]3[CH:14]=[N:15][C:16]([N:19]4[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]4)=[CH:17][CH:18]=3)[S:12][C:8]=2[CH:7]=1)=O)C.[CH3:34][O:35]C1C=CC(B(O)O)=CN=1>>[CH3:34][O:35][C:6]1[CH:33]=[CH:32][C:9]2[N:10]=[C:11]([C:13]3[CH:14]=[N:15][C:16]([N:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)=[CH:17][CH:18]=3)[S:12][C:8]=2[CH:7]=1

Participants

3

Reactant 2

HCID 2734368(6-Methoxypyridin-3-yl)boronic acidHCID 57553392HCID 57553392, compound

Product 1

HCID 24803238HCID 24803238, compound

Procedure

The title compound was prepared according to the method used for the preparation of 2-[6-[4-[(1,1-dimethylethoxy)carbonyl]-1-piperazinyl]-3-pyridinyl]-6-benzothiazolecarboxylic acid ethyl ester, from 2-methoxy-5-pyridineboronic acid (0.48 g, 3.14 mmol), and obtained as a solid (0.29 g) after purification by flash column chromatography using 15% ethyl acetate in hexane. 1H NMR δ 8.94 (d, 1H) 8.81 (s, 1H) 8.40 (dd, 1H) 8.00-8.19 (m, 2H) 7.04 (d, 1H) 4.37 (q, 2H) 3.97 (s, 3H) 1.36 (t, 3H); MS m/z (M+H) 315.

Sources & evidence

ORD record
ord-60938290d1f341859e0f01bf8b3e7469
Source dataset
uspto-grants-2012_04
Patent number
US08163928B2

Reaction notes

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