(S)-Methyl 2-(6-(5-aminopyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate → (S)-Methyl 2-(6-(5-(3-(2,3-dihydro-1H-inden-5-yl)ureido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403993Notes

Reaction equation

HRID 403993 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:35])[NH:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[CH:25]=[C:24]3[C:20]([CH2:21][N:22]([C@@H:27]([CH:32]([CH3:34])[CH3:33])[C:28]([O:30][CH3:31])=[O:29])[C:23]3=[O:26])=[CH:19][CH:18]=2)=[N:15][CH:16]=1.N[C:37]1[CH:38]=CC(C2C=C3C(CN([C@@H](C(C)C)C(OC)=O)C3=O)=CC=2)=N[CH:42]=1>>[CH2:42]1[C:6]2[C:5](=[CH:4][C:3]([NH:8][C:9](=[O:35])[NH:10][C:11]3[CH:12]=[CH:13][C:14]([C:17]4[CH:25]=[C:24]5[C:20]([CH2:21][N:22]([C@@H:27]([CH:32]([CH3:33])[CH3:34])[C:28]([O:30][CH3:31])=[O:29])[C:23]5=[O:26])=[CH:19][CH:18]=4)=[N:15][CH:16]=3)=[CH:2][CH:7]=2)[CH2:38][CH2:37]1

Participants

3

Reactant 2

HCID 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 131731551(S)-Methyl 2-(6-(5-(3-(2,3-dihydro-1H-inden-5-yl)ureido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 401 was prepared analogous to the compound of example 393 by reaction of the compound of example 392 with 2,3-dihydro-1H-indene-5-isocyanate. The compound of example 401 was used directly for the preparation of compound 402 without purification.

Sources & evidence

ORD record
ord-99ecd00a47cc4909968b0e6691829cdc
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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