4-(Dimethylamino)butyric acid → HCID 66605023, compound

HRID 2410857Notes

Reaction equation

HRID 2410857 reaction equation
[NH2:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[C:8]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=4)[CH:9]=[C:10]([C:15]([NH2:17])=[O:16])[C:11]=3[NH:12]2)=[CH:4][CH:3]=1.[CH3:26][N:27]([CH3:34])[CH2:28][CH2:29][CH2:30][C:31](O)=[O:32]>>[CH3:26][N:27]([CH3:34])[CH2:28][CH2:29][CH2:30][C:31]([NH:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[C:8]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=4)[CH:9]=[C:10]([C:15]([NH2:17])=[O:16])[C:11]=3[NH:12]2)=[CH:4][CH:3]=1)=[O:32]

Participants

3

Reactant 2

HCID 2398204-(Dimethylamino)butyric acidHCID 66604487HCID 66604487, compound

Product 1

HCID 66605023HCID 66605023, compound

Procedure

This was similarly prepared from 7-amino-3-(3-methoxyphenyl)-9H-carbazole-1-carboxamide and 4-(dimethylamino)butanoic acid. MS (ESI) m/z 445.26 (M+H). 1H NMR (500 MHz, MeOD) δ ppm 8.45 (1H, d, J=1.83 Hz), 8.14 (1H, d, J=1.53 Hz), 8.10 (1H, d, J=8.55 Hz), 8.05 (1H, d, J=1.83 Hz), 7.35-7.39 (3H, m), 7.29 (1H, dd, J=8.39, 1.68 Hz), 6.93 (1H, dt, J=7.55, 2.02 Hz), 3.91 (3H, s), 2.54-2.61 (2H, m), 2.50 (2H, t, J=7.32 Hz), 2.40 (6H, s), 1.91-2.02 (2H, m).

Sources & evidence

ORD record
ord-5622fd300feb4390aa49b4569fbf74e0
Source dataset
uspto-grants-2014_08
Patent number
US08815840B2

Reaction notes

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