Acetone → HCID 58882557, compound

HRID 389047Notes

Reaction equation

HRID 389047 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]2[CH:14]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=3)[CH2:15][CH2:16][CH2:17][CH2:18][C:12]=2[C:11]([CH:27]=[O:28])=[N:10]1.CC(C)=[O:31]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]2[CH:14]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=3)[CH2:15][CH2:16][CH2:17][CH2:18][C:12]=2[C:11]([C:27]([OH:31])=[O:28])=[N:10]1

Participants

3

Reactant 2

HCID 180AcetoneHCID 58882490HCID 58882490, compound

Product 1

HCID 58882557HCID 58882557, compound

Procedure

Jone's Reagent (5.75 mL, 8.6 mmol) was added to a solution of 1-(2,4-difluoro-phenyl)-8-(3-fluoro-benzyl)-1,4,5,6,7,8-hexahydro-cycloheptapyrazole-3-carbaldehyde Compound 1h (1.65 g, 4.31 mmol) in acetone (20 mL) at 0° C. under a N2 atmosphere. The resulting suspension was stirred overnight, while warming to r.t., then filtered through a pad of celite to afford 1-(2,4-difluoro-phenyl)-8-(3-fluoro-benzyl)-1,4,5,6,7,8-hexahydro-cycloheptapyrazole-3-carboxylic acid Compound 2a as a solid.

Workup

  1. filtrationfiltered through a pad of celite

Sources & evidence

ORD record
ord-613ccc834d3d44cebd74a6b52b8143d0
Source dataset
uspto-grants-2013_02
Patent number
US08378096B2

Reaction notes

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