4-(Trifluoromethyl)benzoyl chloride → 1-(6-(4-(4-Chlorobenzamido)phenyl)-1-oxoisoindolin-2-yl)cyclopropane carboxylic acid

HRID 404077Notes

Reaction equation

HRID 404077 reaction equation
[C:1]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:24]=[C:23]3[C:19]([CH2:20][N:21]([C@@H:26]([CH:31]([CH3:33])C)[C:27]([O:29]C)=[O:28])[C:22]3=[O:25])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NC1C=CC(C2C=C3C(CN(C4(C(OC)=O)CC4)C3=O)=CC=2)=CC=1.FC(F)(F)C1C=CC(C([Cl:66])=O)=CC=1>>[Cl:66][C:5]1[CH:4]=[CH:3][C:2]([C:1]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]3[CH:24]=[C:23]4[C:19]([CH2:20][N:21]([C:26]5([C:27]([OH:29])=[O:28])[CH2:33][CH2:31]5)[C:22]4=[O:25])=[CH:18][CH:17]=3)=[CH:14][CH:15]=2)=[O:8])=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 67313175Methyl 1-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)cyclopropanecarboxylateHCID 123625862(S)-Methyl 2-(6-(4-benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 673063661-(6-(4-(4-Chlorobenzamido)phenyl)-1-oxoisoindolin-2-yl)cyclopropane carboxylic acidYield 93%

Procedure

The compound of example 588 was prepared analogous to compound of example 97 by reaction of compound of example 584 with 4-trifluoromethyl benzoyl chloride.

Sources & evidence

ORD record
ord-506a431901b24aec841e2bf3ed7783cd
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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