5-((1H-1,2,4-Triazol-1-yl)methyl)-3-bromo-2-(difluoromethoxy)pyridine → 2-Methoxy-3-(1H-pyrazol-4-yl)-5-(1H-1,2,4-triazol-1-ylmethyl)pyridine

HRID 2271487Notes

Reaction equation

HRID 2271487 reaction equation
[N:1]1([CH2:6][C:7]2[CH:8]=[C:9](Br)[C:10]([O:13][CH:14](F)F)=[N:11][CH:12]=2)[CH:5]=[N:4][CH:3]=[N:2]1.[NH:18]1[CH:22]=[CH:21][C:20](B(O)O)=[N:19]1>>[CH3:14][O:13][C:10]1[C:9]([C:21]2[CH:22]=[N:18][NH:19][CH:20]=2)=[CH:8][C:7]([CH2:6][N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)=[CH:12][N:11]=1

Participants

3

Reactant 2

HCID 904149845-((1H-1,2,4-Triazol-1-yl)methyl)-3-bromo-2-(difluoromethoxy)pyridineHCID 178514837HCID 178514837, compound

Product 1

HCID 904170652-Methoxy-3-(1H-pyrazol-4-yl)-5-(1H-1,2,4-triazol-1-ylmethyl)pyridine

Procedure

The title compound was prepared in a manner analogous to Example 4, from Intermediate 13 and the appropriate pyrazole boronic acid. 1H NMR (400 MHz, DMSO-d6) δ 8.69 (s, 1H), 8.07 (s, 1H), 8.01 (q, J=2.3 Hz, 2H), 7.99 (s, 1H), 5.37 (s, 1H), 3.94 (s, 3H), 2.52 (s, 1H). [M+H]=257.26.

Sources & evidence

ORD record
ord-c628c4ff4bce4677881739d3f89f5239
Source dataset
uspto-grants-2015_09
Patent number
US09120770B2

Reaction notes

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