3-(Trifluoromethyl)phenyl isocyanate → (S)-Methyl 3-methyl-2-(1-oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)butanoate

HRID 403872Notes

Reaction equation

HRID 403872 reaction equation
FC1C=CC(NC(=O)NC2C=CC(C3C=C4C(=CC=3)C(=O)N([C@@H](C(C)C)C(OC)=O)C4)=CC=2)=CC=1.[NH2:36][C:37]1[CH:42]=[CH:41][C:40]([C:43]2[CH:44]=[C:45]3[C:49](=[CH:50][CH:51]=2)[C:48](=[O:52])[N:47]([C@@H:53]([CH:58]([CH3:60])[CH3:59])[C:54]([O:56][CH3:57])=[O:55])[CH2:46]3)=[CH:39][CH:38]=1.[F:61][C:62]([F:73])([F:72])[C:63]1[CH:64]=[C:65]([N:69]=[C:70]=[O:71])[CH:66]=[CH:67][CH:68]=1>>[CH3:59][CH:58]([CH3:60])[C@H:53]([N:47]1[CH2:46][C:45]2[C:49](=[CH:50][CH:51]=[C:43]([C:40]3[CH:41]=[CH:42][C:37]([NH:36][C:70]([NH:69][C:65]4[CH:66]=[CH:67][CH:68]=[C:63]([C:62]([F:61])([F:72])[F:73])[CH:64]=4)=[O:71])=[CH:38][CH:39]=3)[CH:44]=2)[C:48]1=[O:52])[C:54]([O:56][CH3:57])=[O:55]

Participants

4

Reactant 3

HCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 123620640(S)-Methyl 2-(5-(4-(3-(4-fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731499(S)-Methyl 2-(5-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 123488169(S)-Methyl 3-methyl-2-(1-oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)butanoate

Procedure

The compound of example 246 was prepared analogous to compound of example 224 by reaction of compound of example 223 with 3-trifluoromethyl phenyl isocyanate. The compound of example 246 was used directly without isolation for the preparation of compound of example 247.

Sources & evidence

ORD record
ord-7e4f3bd17ce749cd9d930239ba152e3b
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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