Dimethylformamide dimethyl acetal → 8-Chloro-4-((dimethylamino)methylene)-1-(3-(1,3-dioxoisoindolin-2-yl)propyl)-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

HRID 2373434Notes

Reaction equation

HRID 2373434 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[CH2:10][CH2:9][C:8](=[O:13])[N:7]([CH2:14][CH2:15][CH2:16][N:17]3[C:25](=[O:26])[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:18]3=[O:27])[C:6]=2[CH:28]=1.[CH3:29][N:30]([CH:32](OC)OC)[CH3:31]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10](=[CH:29][N:30]([CH3:32])[CH3:31])[CH2:9][C:8](=[O:13])[N:7]([CH2:14][CH2:15][CH2:16][N:17]3[C:18](=[O:27])[C:19]4[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=4)[C:25]3=[O:26])[C:6]=2[CH:28]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 598521578-chloro-1-(3-(1,3-dioxoisoindolin-2-yl)propyl)-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

Product 1

HCID 669347928-Chloro-4-((dimethylamino)methylene)-1-(3-(1,3-dioxoisoindolin-2-yl)propyl)-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

Procedure

In a manner similar to that described for method G, 8-chloro-1-(3-(1,3-dioxoisoindolin-2-yl)propyl)-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (I-40-a) and DMF-DMA were converted to I-40-b and carried on crude: MS m/z═452 (M+H).

Sources & evidence

ORD record
ord-50bfc92bd80a43a3b3e666fe80ad643f
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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