3-Fluoro-4-methoxyphenylboronic acid → HCID 69671330, compound

HRID 1497573Notes

Reaction equation

HRID 1497573 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]([Cl:17])=[CH:13][C:12]=3[O:18][CH3:19])=[N:9][N:10]=2)[CH:7]=1.[F:20][C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[CH:25][C:26]=1[O:27][CH3:28]>>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C:8]2[N:6]3[CH:7]=[C:2]([C:23]4[CH:24]=[CH:25][C:26]([O:27][CH3:28])=[C:21]([F:20])[CH:22]=4)[CH:3]=[CH:4][C:5]3=[N:10][N:9]=2)=[C:12]([O:18][CH3:19])[CH:13]=1

Participants

3

Reactant 2

HCID 27821943-Fluoro-4-methoxyphenylboronic acidHCID 69671385HCID 69671385, compound

Product 1

HCID 69671330HCID 69671330, compound

Procedure

The title compound was prepared form 6-chloro-3-(4-chloro-2-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine and 3-fluoro-4-methoxyphenylboronic acid using a procedure similar to those described for the synthesis of Example 1d, and was isolated as white solids. 1H NMR (DMSO-d6): 8.29 (m, 1H), 7.92 (dd, J=9.6 and 0.9 Hz, 1H), 7.80 (dd, J=9.6 and 1.8 Hz, 1H), 7.71-7.62 (m, 2H), 7.56 (m, 1H), 7.54 (t, J=1.2 Hz, 1H), 7.40-7.23 (m, 2H), 3.88 (s, 3H), 3.87 (s, 3H). MS: m/z 384.2 [M+H+].

Workup

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

Sources & evidence

ORD record
ord-a7f4e5ffff1c418d8327a00c7d66d967
Source dataset
uspto-grants-2015_12
Patent number
US09199983B2

Reaction notes

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