3,3,3-Trifluoro-1-propanol → 2-Chloro-4-methyl-5-(3,3,3-trifluoropropoxy)pyridine

HRID 715431Notes

Reaction equation

HRID 715431 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.[F:10][C:11]([F:16])([F:15])[CH2:12][CH2:13]O>>[Cl:1][C:2]1[CH:3]=[C:4]([CH3:9])[C:5]([O:8][CH2:13][CH2:12][C:11]([F:16])([F:15])[F:10])=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 1375123,3,3-Trifluoro-1-propanolHCID 712995492-Chloro-5-hydroxy-4-methylpyridine

Product 1

HCID 898754482-Chloro-4-methyl-5-(3,3,3-trifluoropropoxy)pyridineYield 99%

Procedure

The title compound is prepared in >99% yield (3.64 g, a pale yellow solid) from 6-chloro-4-methylpyridin-3-ol (3.00 g, 20.9 mmol) and 3,3,3-trifluoropropan-1-ol (5.72 g, 50.1 mmol) in a similar manner to Step-1 of Intermediate-A17.

Sources & evidence

ORD record
ord-f71fcbaa29c64c68aceaeffae12c5b9e
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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