1-Aminohydantoin hydrochloride → HCID 71699875, compound

HRID 456074Notes

Reaction equation

HRID 456074 reaction equation
Cl.[NH2:2][N:3]1[CH2:7][C:6](=[O:8])[NH:5][C:4]1=[O:9].[F:10][C:11]1[CH:20]=[C:19]2[C:14]([CH:15]=[CH:16][CH:17]=[N:18]2)=[CH:13][C:12]=1[CH2:21][C:22]1[N:26]2[N:27]=[C:28]([C:31](=O)[CH3:32])[CH:29]=[CH:30][C:25]2=[N:24][CH:23]=1>>[F:10][C:11]1[CH:20]=[C:19]2[C:14]([CH:15]=[CH:16][CH:17]=[N:18]2)=[CH:13][C:12]=1[CH2:21][C:22]1[N:26]2[N:27]=[C:28](/[C:31](=[N:2]/[N:3]3[CH2:7][C:6](=[O:8])[NH:5][C:4]3=[O:9])/[CH3:32])[CH:29]=[CH:30][C:25]2=[N:24][CH:23]=1

Participants

3

Reactant 2

HCID 124729631-Aminohydantoin hydrochlorideHCID 581905991-[3-(7-Fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]ethanone

Product 1

HCID 71699875HCID 71699875, compoundYield 39%

Procedure

The title compound was prepared from 1-aminoimidazolidine-2,4-dione hydrochloride and 1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-ethanone in analogy to the synthesis of example 1 in 39% yield. 1H-NMR (400 MHz, DMSO-d6) δ ppm 11.39 (s, 1H), 8.91 (dd, 1H), 8.40 (d, 1H), 8.24 (d, 1H), 8.04 (d, 1H), 7.94 (m, 2H), 7.82 (d, 1H), 7.55 (q, 1H), 4.64 (s, 2H), 4.50 (s, 2H), 2.40 (s, 3H). LCMS (method A): [MH]+=418, tR=4.62 min.

Sources & evidence

ORD record
ord-6325ab3ecee94533b651a5aef200f92f
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Reaction notes

Loading…