5-Hydroxy-2-pentanone → HCID 66726518, compound

HRID 2284517Notes

Reaction equation

HRID 2284517 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([C:10]#[N:11])=[C:4](Cl)[N:3]=1.[OH:13][CH2:14][CH2:15][CH2:16][C:17](=[O:19])[CH3:18].[B:20]1([OH:30])[C:24]2[CH:25]=[CH:26][C:27]([OH:29])=[CH:28][C:23]=2[CH2:22][O:21]1>>[OH:30][B:20]1[C:24]2[CH:25]=[CH:26][C:27]([O:29][C:2]3[C:7]([C:8]#[N:9])=[CH:6][C:5]([C:10]#[N:11])=[C:4]([O:13][CH2:14][CH2:15][CH2:16][C:17](=[O:19])[CH3:18])[N:3]=3)=[CH:28][C:23]=2[CH2:22][O:21]1

Participants

4

Reactant 3

HCID 140665-Hydroxy-2-pentanoneHCID 8502212,6-dichloropyridine-3,5-dicarbonitrileHCID 579686991,3-Dihydro-1-hydroxy-2,1-benzoxaborol-5-ol

Product 1

HCID 66726518HCID 66726518, compound

Procedure

This compound was prepared from 2,6-dichloropyridine-3,5-dicarbonitrile, 5-hydroxypentan-2-one, and benzo[c][1,2]oxaborole-1,5(3H)-diol in a similar manner to that of D230. 1H-NMR (400 MHz, DMSO-d6) δ (ppm) 1.7-1.73 (m, 2H), 2.04 (s, 3H), 2.35 (t, J=5.4 Hz, 2H), 4.06 (t, J=5.1 Hz, 2H), 5.02 (s, 2H), 7.29 (dd, J=6.3, 1.5 Hz, 1H), 7.39 (d, J=1.2 Hz, 1H), 7.81 (d, J=6.0 Hz, 1H), 8.94 (s, 1H), 9.3 (s, 1H).

Sources & evidence

ORD record
ord-20c7f31c1f0449e7965895fdf29dbe27
Source dataset
uspto-grants-2015_09
Patent number
US09145429B2

Reaction notes

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