3-Chloro-2-fluorobenzoyl chloride → (S)-Methyl 2-(6-(4-(3-chloro-2-fluorobenzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403847Notes

Reaction equation

HRID 403847 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.[Cl:59][C:60]1[C:61]([F:69])=[C:62]([CH:66]=[CH:67][CH:68]=1)[C:63](Cl)=[O:64]>>[Cl:59][C:60]1[C:61]([F:69])=[C:62]([CH:66]=[CH:67][CH:68]=1)[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 27735983-Chloro-2-fluorobenzoyl 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 131731495(S)-Methyl 2-(6-(4-(3-chloro-2-fluorobenzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateYield 77%

Procedure

The compound of example 204 was prepared analogous to compound of example 97 by reaction of compound of example 6 with 3-chloro-2-fluoro benzoyl chloride.

Sources & evidence

ORD record
ord-51f25cbb51e64a7791eb94fed0882190
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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