3,3,3-Trifluoro-1-propanol → 2-Chloro-5-(3,3,3-trifluoropropoxy)pyrimidine

HRID 715907Notes

Reaction equation

HRID 715907 reaction equation
[F:1][C:2]([F:7])([F:6])[CH2:3][CH2:4][OH:5].[Cl:8][C:9]1[N:14]=[CH:13][C:12](O)=[CH:11][N:10]=1>>[Cl:8][C:9]1[N:14]=[CH:13][C:12]([O:5][CH2:4][CH2:3][C:2]([F:7])([F:6])[F:1])=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 1375123,3,3-Trifluoro-1-propanolHCID 145957002-Chloro-5-pyrimidinol

Product 1

HCID 866824642-Chloro-5-(3,3,3-trifluoropropoxy)pyrimidineYield 92%

Procedure

Reactions similar to those of Reference Example 28 were performed except for using 3,3,3-trifluoro-1-propanol instead of 1-methyl-4-piperidinol, and from 100 mg (0.693 mmol) of 2-chloro-5-hydroxypyrimidine, 144 mg of the title compound as a colorless oil (yield: 92%).

Sources & evidence

ORD record
ord-5bff100e3a8d4df7803e07f432ef442d
Source dataset
uspto-grants-2015_11
Patent number
US09187450B2

Reaction notes

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