2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 69671281, compound

HRID 1497574Notes

Reaction equation

HRID 1497574 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:12]=3[O:18][CH3:19])=[N:9][N:10]=2)[CH:7]=1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25](B2OC(C)(C)C(C)(C)O2)=[CH:24][C:23]=1[OH:37]>>[OH:37][C:23]1[CH:24]=[C:25]([C:2]2[CH:3]=[CH:4][C:5]3[N:6]([C:8]([C:11]4[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:12]=4[O:18][CH3:19])=[N:9][N:10]=3)[CH:7]=2)[CH:26]=[CH:27][C:22]=1[O:21][CH3:20]

Participants

3

Reactant 2

HCID 177502512-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 69671073HCID 69671073, compound

Product 1

HCID 69671281HCID 69671281, compound

Procedure

The title compound was prepared from 6-chloro-3-(2-methoxy-4-methylphenyl)-[1,2,4]triazolo[4,3-a]pyridine and 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol using a procedure similar to those described for the synthesis of Example 1d, and was isolated as yellow solids. 1H NMR (DMSO-d6): 9.23 (s, 1H), 7.91-7.86 (m, 2H), 7.69 (dd, J=9.6 and 1.5 Hz, 1H), 7.49 (d, J=7.5 Hz, 1H), 7.16-6.99 (m, 5H), 3.84 (s, 3H), 3.80 (s, 3H), 2.45 (s, 3H). MS: m/z 362.2 [M+H+].

Workup

  1. customthose described for the synthesis of Example 1d
  2. customwas isolated as yellow solids

Sources & evidence

ORD record
ord-9166b501770c48d993175be9f9cded07
Source dataset
uspto-grants-2015_12
Patent number
US09199983B2

Reaction notes

Loading…