3,4-Dimethylphenyl isocyanate → (S)-Methyl 2-(6-(5-(3-(3,4-dimethylphenyl)ureido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403989Notes

Reaction equation

HRID 403989 reaction equation
ClC1C=CC=CC=1NC(=O)NC1C=CC(C2C=C3C(CN([C@@H](C(C)C)C(OC)=O)C3=O)=CC=2)=NC=1.[NH2:36][C:37]1[CH:38]=[CH:39][C:40]([C:43]2[CH:51]=[C:50]3[C:46]([CH2:47][N:48]([C@@H:53]([CH:58]([CH3:60])[CH3:59])[C:54]([O:56][CH3:57])=[O:55])[C:49]3=[O:52])=[CH:45][CH:44]=2)=[N:41][CH:42]=1.[CH3:61][C:62]1[CH:63]=[C:64]([N:69]=[C:70]=[O:71])[CH:65]=[CH:66][C:67]=1[CH3:68]>>[CH3:61][C:62]1[CH:63]=[C:64]([NH:69][C:70](=[O:71])[NH:36][C:37]2[CH:38]=[CH:39][C:40]([C:43]3[CH:51]=[C:50]4[C:46]([CH2:47][N:48]([C@@H:53]([CH:58]([CH3:60])[CH3:59])[C:54]([O:56][CH3:57])=[O:55])[C:49]4=[O:52])=[CH:45][CH:44]=3)=[N:41][CH:42]=2)[CH:65]=[CH:66][C:67]=1[CH3:68]

Participants

4

Reactant 3

HCID 43896633,4-Dimethylphenyl isocyanateHCID 131731548(S)-Methyl 2-(6-(5-aminopyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731549(S)-Methyl 2-(6-(5-(3-(2-chlorophenyl)ureido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731550(S)-Methyl 2-(6-(5-(3-(3,4-dimethylphenyl)ureido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 397 was prepared analogous to the compound of example 393 by reaction of the compound of example 392 with 3,4-dimethyl phenyl isocyanate. The compound of example 397 was used directly for the preparation of compound of example 398 without purification.

Sources & evidence

ORD record
ord-0b9832bbba014f1b9f3d3ef0a544dcee
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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