Hydride → 3-Pyridinemethanol, 5-chloro-6-(2,2,2-trifluoroethoxy)-

HRID 715386Notes

Reaction equation

[Cl:1][C:2]1[C:3]([O:12][CH2:13][C:14]([F:17])([F:16])[F:15])=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7](OC)=[O:8].[H-]>>[Cl:1][C:2]1[CH:11]=[C:6]([CH2:7][OH:8])[CH:5]=[N:4][C:3]=1[O:12][CH2:13][C:14]([F:15])([F:16])[F:17]

Participants

Reactant 2

HCID 166653Hydride

HCID 67509641HCID 67509641, compound

Product 1

HCID 612563313-Pyridinemethanol, 5-chloro-6-(2,2,2-trifluoroethoxy)-Yield 78%

Procedure

The title compound is prepared in 78% yield (210 mg, white solid) from methyl 5-chloro-6-(2,2,2-trifluoroethoxy)nicotinate (300 mg, 1.1 mmol, Step-1) and diisobutylalminium hydride (1.0 M in hexane, 2.4 mL, 2.4 mmol) instead of lithium aluminum hydride in a similar manner to Step-2 of Amine-3.

Sources & evidence

ORD record: ord-b1507be53233446382c29e9686c26b80
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187475B2

Reaction notes

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