tert-Butoxy bis(dimethylamino)methane → 3-(4-Bromophenyl)-6-(3-dimethylaminoacryloyl)-1,9-dimethyl-1,9-dihydropyrido[2,3-b]indol-2-one

HRID 559159Notes

Reaction equation

HRID 559159 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[C:8]1[N:14]([CH3:26])[C:15](=[O:25])[C:16]([C:18]3[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][CH:19]=3)=[CH:17][C:7]2=1)(=[O:3])[CH3:2].CC(O[CH:32](N(C)C)[N:33]([CH3:35])[CH3:34])(C)C>>[Br:24][C:21]1[CH:20]=[CH:19][C:18]([C:16]2[C:15](=[O:25])[N:14]([CH3:26])[C:8]3[N:9]([CH3:13])[C:10]4[C:6]([C:7]=3[CH:17]=2)=[CH:5][C:4]([C:1](=[O:3])[CH:2]=[CH:32][N:33]([CH3:35])[CH3:34])=[CH:12][CH:11]=4)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 669978896-Acetyl-3-(4-bromophenyl)-1,9-dimethyl-1,9-dihydropyrido[2,3-b]indol-2-one

Product 1

HCID 669982633-(4-Bromophenyl)-6-(3-dimethylaminoacryloyl)-1,9-dimethyl-1,9-dihydropyrido[2,3-b]indol-2-one

Procedure

The process is carried out as indicated in preparation 1.9C above with compound B 6-acetyl-3-(4-bromophenyl)-1,9-dimethyl-1,9-dihydropyrido[2,3-b]indol-2-one and Bredereck's reagent.

Sources & evidence

ORD record
ord-f3ee0cec6085402a8db7ecd9d17eff6e
Source dataset
uspto-grants-2011_11
Patent number
US08063061B2

Reaction notes

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