2-Chloro-5-hydroxypyridine → HCID 86617426, compound

HRID 2076680Notes

Reaction equation

HRID 2076680 reaction equation
Br[CH2:2][C:3]1[C:8]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[C:7]([O:16]C(OC(C)(C)C)=O)[C:6]([C:24]([F:27])([F:26])[F:25])=[CH:5][CH:4]=1.[Cl:28][C:29]1[N:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=1>>[Cl:28][C:29]1[N:34]=[CH:33][C:32]([O:35][CH2:2][C:3]2[C:8]([C:9]([O:11][C:12]([CH3:15])([CH3:13])[CH3:14])=[O:10])=[C:7]([OH:16])[C:6]([C:24]([F:25])([F:26])[F:27])=[CH:5][CH:4]=2)=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 8198212-Chloro-5-hydroxypyridineHCID 67119234Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate

Product 1

HCID 86617426HCID 86617426, compoundYield 84%

Procedure

According to a method similar to Example (2-3) and Example (33-5), from tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate (6.22 g, 13.7 mmol) obtained in Example (28-5) and 6-chloro-3-pyridinol (1.77 g, 13.7 mmol), tert-butyl 6-{[(6-chloro-3-pyridinyl)oxy]methyl}-2-hydroxy-3-(trifluoromethyl)benzoate was obtained (4.61 g, two-step total yield: 84%).

Sources & evidence

ORD record
ord-2475453adb1a422f8a1fea083a59acd0
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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