Diisopropylamine → HCID 22632977, compound

HRID 2270175Notes

Reaction equation

[Li]CCCC.C(NC(C)C)(C)C.[F:13][C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH2:16].F[C:22]1[CH:30]=[C:29]([F:31])[C:28]([F:32])=[CH:27][C:23]=1[C:24]([OH:26])=[O:25]>>[F:13][C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH:16][C:22]1[CH:30]=[C:29]([F:31])[C:28]([F:32])=[CH:27][C:23]=1[C:24]([OH:26])=[O:25]

Participants

Reactant 4

HCID 7912Diisopropylamine

HCID 95842-Fluoroaniline

HCID 5211702,4,5-Trifluorobenzoic acid

HCID 178418339Butyllithium

Product 1

HCID 22632977HCID 22632977, compoundYield 89.8%

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-fluoro-aniline (1.6 mL, 17 mmol), and 2,4,5-trifluorobenzoic acid (3.0 g, 17 mmol) provided 4.08 g of the crude title compound.

Sources & evidence

ORD record: ord-bd6b0d69fe5340c79b1868a0dec9539f
Source dataset: uspto-grants-2001_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06331538B1

Reaction notes

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