Tetrahydro-4H-pyran-4-ol → HCID 53346234, compound

HRID 2284513Notes

Reaction equation

HRID 2284513 reaction equation
Cl[C:2]1[N:10]=[C:9](Cl)[C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([NH2:6])=O.[O:13]1[CH2:18][CH2:17][CH:16]([OH:19])[CH2:15][CH2:14]1.[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>>[Cl:12][C:8]1[C:9]([O:29][C:27]2[CH:26]=[CH:25][C:24]3[B:20]([OH:30])[O:21][CH2:22][C:23]=3[CH:28]=2)=[N:10][C:2]([O:19][CH:16]2[CH2:17][CH2:18][O:13][CH2:14][CH2:15]2)=[C:3]([CH:7]=1)[C:4]#[N:6]

Participants

4

Reactant 3

HCID 74956Tetrahydro-4H-pyran-4-olHCID 537509302,5,6-Trichloropyridine-3-carboxamideHCID 579686991,3-Dihydro-1-hydroxy-2,1-benzoxaborol-5-ol

Product 1

HCID 53346234HCID 53346234, compound

Procedure

This compound was prepared from 2,5,6-trichloronicotinamide, tetrahydro-2H-pyran-4-ol, 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) 2.49-2.5 (m, 2H), 3.06-3.12 (m, 2H), 3.06-3.2 (m, 2H), 3.68-3.73 (m, 2H), 4.51-4.54 (m, 1H), 5.0 (s, 2H), 7.23 (dd, J=6.0, 1.7 Hz, 1H), 7.32 (s, 1H), 7.8 (d, J=6.0 Hz, 1H), 8.57 (s, 1H), 9.25 (s, 1H).

Sources & evidence

ORD record
ord-3530022845054b0d83e10a2a23ffa687
Source dataset
uspto-grants-2015_09
Patent number
US09145429B2

Reaction notes

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