2-Chloro-4-hydroxymethyl-3,5,6-trifluoropyridine → HCID 86741835, compound

HRID 256159Notes

Reaction equation

HRID 256159 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[C:6]([CH2:9][OH:10])[C:5]([F:11])=[C:4]([F:12])[N:3]=1.[Cl:13][C:14]([C:24]([F:27])([F:26])[F:25])=[CH:15][C@@H:16]1[C@H:18]([C:19](Cl)=[O:20])[C:17]1([CH3:23])[CH3:22]>>[Cl:13][C:14]([C:24]([F:25])([F:26])[F:27])=[CH:15][C@@H:16]1[C@H:18]([C:19]([O:10][CH2:9][C:6]2[C:5]([F:11])=[C:4]([F:12])[N:3]=[C:2]([Cl:1])[C:7]=2[F:8])=[O:20])[C:17]1([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 139851612-Chloro-4-hydroxymethyl-3,5,6-trifluoropyridineHCID 86737382cis-3-(2-Chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarbonyl chloride

Product 1

HCID 86741835HCID 86741835, compoundYield 41.5%

Procedure

By the method of Example 2, 0.4 g (0.002 mole) of 2-chloro-4-hydroxymethyl-3,5,6-trifluoropyridine (from Example 7) was reacted with 0.54 g (0.002 mole) of cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarbonyl chloride to produce 0.35 g of (2-chloro-3,5,6-trifluoropyridin-4-yl)methyl cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate as a light yellow oil, Compound 14 in the Tables below.

Sources & evidence

ORD record
ord-ac3d6c141c1a42208c30c2629342029b
Source dataset
uspto-grants-1987_10
Patent number
US04701464

Reaction notes

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