6-Chloro-3-pyridinecarbonitrile → (R)-6-((1,1,1-trifluoropropan-2-yl)oxy)nicotinonitrile

HRID 623485Notes

Reaction equation

HRID 623485 reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=1.[F:10][C:11]([F:16])([F:15])[C@H:12]([OH:14])[CH3:13]>>[F:10][C:11]([F:16])([F:15])[C@H:12]([O:14][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=1)[CH3:13]

Participants

3

Reactant 2

HCID 51520946-Chloro-3-pyridinecarbonitrileHCID 6993809(2R)-1,1,1-trifluoropropan-2-ol

Product 1

HCID 67509310(R)-6-((1,1,1-trifluoropropan-2-yl)oxy)nicotinonitrileYield 76%

Procedure

The title compound is prepared in 76% yield (592 mg, colorless oil) from 6-chloronicotinonitrile (500 mg, 3.61 mmol) and (R)-1,1,1-trifluoropropan-2-ol instead of 2,2,2-trifluoroethanol by the similar manner in Step-1 of Amine-1.

Sources & evidence

ORD record
ord-bac21d070dbc47f9bdca0f0779cccc1d
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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