3-Fluoro-4-(trifluoromethyl)benzoyl chloride → (S)-Methyl 2-(6-(4-(3-fluoro-4-(trifluoromethyl)benzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403841Notes

Reaction equation

HRID 403841 reaction equation
C(NC1C=CC(C2C=C3C(CN([C@@H](C(C)C)C(OC)=O)C3=O)=CC=2)=CC=1)(=O)C1C=CC=CC=1.[NH2:34][C:35]1[CH:40]=[CH:39][C:38]([C:41]2[CH:49]=[C:48]3[C:44]([CH2:45][N:46]([C@@H:51]([CH:56]([CH3:58])[CH3:57])[C:52]([O:54][CH3:55])=[O:53])[C:47]3=[O:50])=[CH:43][CH:42]=2)=[CH:37][CH:36]=1.[F:59][C:60]1[CH:61]=[C:62]([CH:66]=[CH:67][C:68]=1[C:69]([F:72])([F:71])[F:70])[C:63](Cl)=[O:64]>>[F:59][C:60]1[CH:61]=[C:62]([CH:66]=[CH:67][C:68]=1[C:69]([F:70])([F:71])[F:72])[C:63]([NH:34][C:35]1[CH:36]=[CH:37][C:38]([C:41]2[CH:49]=[C:48]3[C:44]([CH2:45][N:46]([C@@H:51]([CH:56]([CH3:58])[CH3:57])[C:52]([O:54][CH3:55])=[O:53])[C:47]3=[O:50])=[CH:43][CH:42]=2)=[CH:39][CH:40]=1)=[O:64]

Participants

4

Reactant 3

HCID 27347093-Fluoro-4-(trifluoromethyl)benzoyl chlorideHCID 123625862(S)-Methyl 2-(6-(4-benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731492(S)-Methyl 2-(6-(4-(3-fluoro-4-(trifluoromethyl)benzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateYield 78%

Procedure

The compound of example 195 was prepared analogous to compound of example 97 by reaction of compound of example 6 with 3-fluoro-4-trifluoromethyl benzoyl chloride.

Sources & evidence

ORD record
ord-54f704a840ea4a88b2a1c09c8a02a78d
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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