(5-(Trifluoromethyl)pyridin-3-yl)methanol → (5-(Trifluoromethyl)pyridin-3-yl)methyl methanesulfonate

Reaction equation

[CH3:1][S:2]([O:5][CH2:6][C:7]1[CH:8]=[N:9][CH:10]=N[CH:12]=1)(=[O:4])=[O:3].[F:13][C:14]([F:24])([F:23])[C:15]1C=C(CO)C=NC=1>>[CH3:1][S:2]([O:5][CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[C:15]([C:14]([F:24])([F:23])[F:13])[CH:12]=1)(=[O:4])=[O:3]

Participants

Reactant 2

HCID 14761463(5-(Trifluoromethyl)pyridin-3-yl)methanol

HCID 86610239Methanesulfonic acid pyrimidin-5-ylmethyl ester

Product 1

HCID 89525337(5-(Trifluoromethyl)pyridin-3-yl)methyl methanesulfonate

Procedure

(5-(Trifluoromethyl)pyridin-3-yl)methyl methanesulfonate was prepared in a similar manner as used to prepare pyrimidin-5-ylmethyl methanesulfonate using (5-(trifluoromethyl)pyridin-3-yl)methanol instead of pyrimidin-5-ylmethanol. LCMS-ESI+ (m/z): [M+H]+ calc'd for C8H8F3NO3S: 256.02; found: 256.06.

Sources & evidence

ORD record: ord-1cec04665a6643018501ed9b4825ea9c
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09376392B2

Reaction notes

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