Pyridine → HCID 86739184, compound

HRID 2295866Notes

Reaction equation

HRID 2295866 reaction equation
[Cl:1][C:2]([C:12]([F:15])([F:14])[F:13])=[CH:3][C@@H:4]1[C@H:6]([C:7](Cl)=[O:8])[C:5]1([CH3:11])[CH3:10].[CH3:16][C:17]1[C:22]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=2)=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:29][OH:30].N1C=CC=CC=1.ClC(C(F)(F)F)=C[C@@H]1[C@H](C(OC)=O)C1(C)C>C1(C)C=CC=CC=1>[Cl:1][C:2]([C:12]([F:15])([F:14])[F:13])=[CH:3][C@@H:4]1[C@H:6]([C:7]([O:30][CH2:29][C:18]2[CH:19]=[CH:20][CH:21]=[C:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[C:17]=2[CH3:16])=[O:8])[C:5]1([CH3:11])[CH3:10]

Participants

6

Reactant 4

HCID 1049PyridineHCID 13243428[2-Methyl-3-(pyridin-2-yl)phenyl]methanolHCID 86737382cis-3-(2-Chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarbonyl chlorideHCID 86739185HCID 86739185, compound

Product 1

HCID 86739184HCID 86739184, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

This reaction was conducted in the manner of Example 3, Step 2 using 0.58 g (0.002 mol) of cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride, 0.44 g (0.002 mol) of 2-methyl-3-(2-pyridyl)phenylmethanol, and 0.18 mL (0.002 mol) of pyridine in 30 mL of toluene. The yield of [2-methyl-3-pyridin-2-yl)phenyl]methyl cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate was 0.8 g, b.p. 170° C./0.05 mm.

Sources & evidence

ORD record
ord-c473a9df0ad647a495298cdc326cfefe
Source dataset
uspto-grants-1984_01
Patent number
US04426524

Reaction notes

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