Dimethylamine, hydrochloride → HCID 58031705, compound

HRID 2067618Notes

Reaction equation

HRID 2067618 reaction equation
ClC1C=CC2SC=C([CH2:9][N:10]3CCN(C4SC(C(O)=O)=C(C)N=4)[C:11]3=O)C=2C=1.[F:27][C:28]1[CH:49]=[CH:48][C:31]([CH2:32][N:33]2[CH2:37][CH2:36][N:35]([C:38]3[S:39][C:40]([C:44](O)=[O:45])=[C:41]([CH3:43])[N:42]=3)[C:34]2=[O:47])=[CH:30][CH:29]=1.Cl.CNC>>[F:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:32][N:33]2[CH2:37][CH2:36][N:35]([C:38]3[S:39][C:40]([C:44]([N:10]([CH3:11])[CH3:9])=[O:45])=[C:41]([CH3:43])[N:42]=3)[C:34]2=[O:47])=[CH:48][CH:49]=1

Participants

4

Reactant 3

HCID 10473Dimethylamine, hydrochlorideHCID 579197992-(3-(4-Fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acidHCID 580315052-(3-((5-Chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid

Product 1

HCID 58031705HCID 58031705, compoundYield 34%

Procedure

Following the procedure as described in Example 32, making variations as required to replace 2-(3-((5-chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid with 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid to react with dimethylamine hydrochloride, the title compound was obtained as a colorless solid in 34% yield: mp 162-164° C.; 1H NMR (300 MHz, CDCl3) δ 7.29-7.25 (m, 2H), 7.06-7.01 (m, 2H), 4.45 (s, 2H), 4.06 (t, J=9.0 Hz, 2H), 3.45 (t, J=9.0 Hz, 2H), 3.07 (s, 6H), 2.34 (s, 3H); MS (ES+) m/z 363.3 (M+1).

Sources & evidence

ORD record
ord-94e9434eb2de4795b33d4b8beda5da76
Source dataset
uspto-grants-2012_10
Patent number
US08293768B2

Reaction notes

Loading…