(2R)-1,1,1-trifluoropropan-2-ol → 5-Cyclopropyl-4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid

HRID 1480133Notes

Reaction equation

HRID 1480133 reaction equation
Cl[C:2]1[C:7]([CH:8]2[CH2:10][CH2:9]2)=[CH:6][N:5]=[C:4]([C:11]([OH:13])=[O:12])[CH:3]=1.[F:14][C:15]([F:20])([F:19])[C@H:16]([OH:18])[CH3:17]>>[CH:8]1([C:7]2[C:2]([O:18][C@H:16]([CH3:17])[C:15]([F:20])([F:19])[F:14])=[CH:3][C:4]([C:11]([OH:13])=[O:12])=[N:5][CH:6]=2)[CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 6993809(2R)-1,1,1-trifluoropropan-2-olHCID 902035204-Chloro-5-cyclopropylpicolinic acid

Product 1

HCID 902045785-Cyclopropyl-4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid

Procedure

The title compound was synthesized in analogy to Example 68a, using 4-Chloro-5-cyclopropyl-pyridine-2-carboxylic acid (Example 48b) and (R)-1,1,1-trifluoropropan-2-ol (CAN 17628-73-8) as starting materials and isolated (231 mg, 41%) as light brown solid; MS (ESI, m/z): 276.5 (M+H+).

Workup

  1. customisolated (231 mg, 41%) as light brown solid

Sources & evidence

ORD record
ord-e3ca0b7e14d74101bc53e80b0f6d74dc
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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