Dimethylamine → HCID 24884916, compound

HRID 11089Notes

Reaction equation

HRID 11089 reaction equation
CS(O[CH2:6][CH2:7][N:8]1[C:20]2[CH:19]=[C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:17]3[C:27](=[O:31])[NH:28][C:29](=[O:30])[C:16]=3[C:15]=2[C:14]2[CH:13]=[C:12]([OH:32])[CH:11]=[CH:10][C:9]1=2)(=O)=O.[CH3:33][NH:34][CH3:35]>>[CH3:33][N:34]([CH3:35])[CH2:6][CH2:7][N:8]1[C:20]2[CH:19]=[C:18]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:17]3[C:27](=[O:31])[NH:28][C:29](=[O:30])[C:16]=3[C:15]=2[C:14]2[CH:13]=[C:12]([OH:32])[CH:11]=[CH:10][C:9]1=2

Participants

3

Reactant 2

HCID 674DimethylamineHCID 867602022-(9-Hydroxy-1,3-dioxo-4-phenyl-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)ethyl methanesulfonate

Product 1

HCID 24884916HCID 24884916, compoundYield 48%

Procedure

Mesylate (205) prepared as described in example 174 (70 mg, 0.16 mmol) was reacted with aqueous dimethylamine solution according to the procedure described in example 179 to give amine (209) (30 mg, 48%) as a yellow powder, mp 283–286° C. 1H NMR δ [(CD3)2SO] 11.05 (br s, 1H), 9.33 (s, 1H), 8.41 (d, J=2.4 Hz, 1H), 7.77 (s, 1H), 7.65 (m, 2H), 7.54 (d, J=8.8 Hz, 1H), 7.46 (m, 3H), 7.12 (dd, J=8.8, 2.4 Hz, 1H), 4.55 (t, J=6.5 Hz, 2H), 2.62 (t, J=6.5 Hz, 2H), 2.19 (s, 6H). Found: C, 71.92; H, 5.16; N, 10.55. C24H21N3O3 requires: C, 72.17; H, 5.30; N, 10.52.

Sources & evidence

ORD record
ord-c269c01594444c85b9e8d70f31ea4028
Source dataset
uspto-grants-2006_08
Patent number
US07094798B1

Reaction notes

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