Diisopropylamine → HCID 22632910, compound

HRID 2270177Notes

Reaction equation

[Li]CCCC.C(NC(C)C)(C)C.[F:13][C:14]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:15]=1[NH2:16].F[C:24]1[CH:32]=[C:31]([F:33])[C:30]([F:34])=[CH:29][C:25]=1[C:26]([OH:28])=[O:27]>>[F:13][C:14]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:15]=1[NH:16][C:24]1[CH:32]=[C:31]([F:33])[C:30]([F:34])=[CH:29][C:25]=1[C:26]([OH:28])=[O:27]

Participants

Reactant 4

HCID 7912Diisopropylamine

HCID 949532,4,5-Trifluoroaniline

HCID 5211702,4,5-Trifluorobenzoic acid

HCID 178418339Butyllithium

Product 1

HCID 22632910HCID 22632910, compoundYield 88.1%

Procedure

Using General Method 1, the reaction of 2.5 M solution of n-BuLi in hexanes (21 mL, 53 mmol), diisopropylamine (7.2 mL, 51 mmol), 2,4,5-trifluoro-aniline (2.5 g, 17 mmol), and 2,4,5-trifluorobenzoic acid (3.0 g, 17 mmol) provided 4.54 g of the crude title compound.

Sources & evidence

ORD record: ord-b80b493820794387bdb8e7ffb1b992b5
Source dataset: uspto-grants-2001_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06331538B1

Reaction notes

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