Ethyl trifluoroacetate → HCID 19935861, compound

HRID 37564Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([S:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3([CH3:27])[O:26][CH2:25][CH2:24][O:23]3)=[CH:18][CH:17]=2)[CH:5]=[C:6]([C:8]2([O:13][CH3:14])[CH2:12][CH2:11][NH:10][CH2:9]2)[CH:7]=1.[F:28][C:29]([F:36])([F:35])[C:30](OCC)=[O:31]>>[F:1][C:2]1[CH:3]=[C:4]([S:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]3([CH3:27])[O:23][CH2:24][CH2:25][O:26]3)=[CH:20][CH:21]=2)[CH:5]=[C:6]([C:8]2([O:13][CH3:14])[CH2:12][CH2:11][N:10]([C:30](=[O:31])[C:29]([F:36])([F:35])[F:28])[CH2:9]2)[CH:7]=1

Participants

Reactant 2

HCID 9794Ethyl trifluoroacetate

HCID 19935852HCID 19935852, compound

Product 1

HCID 19935861HCID 19935861, compoundYield 58%

Procedure

Using an analogous procedure to that described in the third paragraph of the portion of Example 5 which is concerned with the preparation of starting materials, 3-{5-fluoro-3-[4-(2-methyl-1,3-dioxolan-2-yl)phenylthio]phenyl}-3-methoxypyrrolidine was reacted with ethyl trifluoroacetate to give 3-{5-fluoro-3-[4-(2-methyl-1,3-dioxolan-2-yl)phenylthio]phenyl}-3-methoxy-1-(trifluoroacetyl)pyrrolidine as a gum in 58% yield.

Sources & evidence

ORD record: ord-e1f2ffd66b1848ada462fbfc8848ebe7
Source dataset: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05420298

Reaction notes

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