4-Butoxybenzoyl chloride → (S)-Methyl 2-(6-(5-(4-butoxybenzamido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403998Notes

Reaction equation

HRID 403998 reaction equation
C([C:5]1[CH:37]=[CH:36][C:8]([C:9]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[CH:26]=[C:25]4[C:21]([CH2:22][N:23]([C@@H:28]([CH:33]([CH3:35])[CH3:34])[C:29]([O:31][CH3:32])=[O:30])[C:24]4=[O:27])=[CH:20][CH:19]=3)=[N:16][CH:17]=2)=[O:10])=[CH:7][CH:6]=1)(C)(C)C.NC1C=CC(C2C=[C:52]3[C:48](CN([C@@H](C(C)C)C(OC)=O)[C:51]3=[O:54])=[CH:47]C=2)=NC=1.C(OC1C=CC(C(Cl)=O)=CC=1)CCC>>[CH2:51]([O:54][C:5]1[CH:37]=[CH:36][C:8]([C:9]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[CH:26]=[C:25]4[C:21]([CH2:22][N:23]([C@@H:28]([CH:33]([CH3:34])[CH3:35])[C:29]([O:31][CH3:32])=[O:30])[C:24]4=[O:27])=[CH:20][CH:19]=3)=[N:16][CH:17]=2)=[O:10])=[CH:7][CH:6]=1)[CH2:52][CH2:48][CH3:47]

Participants

4

Reactant 3

HCID 1185614-Butoxybenzoyl chlorideHCID 131731548(S)-Methyl 2-(6-(5-aminopyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731552(S)-Methyl 2-(6-(5-(4-tert-butylbenzamido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731554(S)-Methyl 2-(6-(5-(4-butoxybenzamido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoateYield 69%

Procedure

The compound of example 411 was prepared analogous to the compound of example 403 by reaction of the compound of example 392 with 4-n-butoxy benzoyl chloride.

Sources & evidence

ORD record
ord-17acbaccc97b4da88ffd8ddf45238a7b
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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