1-Aminohydantoin hydrochloride → HCID 71699913, compound

HRID 456128Notes

Reaction equation

HRID 456128 reaction equation
Cl.[NH2:2][N:3]1[CH2:7][C:6](=[O:8])[NH:5][C:4]1=[O:9].[N:10]1[C:19]2[C:14](=[CH:15][C:16]([CH2:20][N:21]3[C:25]4=[N:26][C:27]([C:30](=O)[CH3:31])=[CH:28][N:29]=[C:24]4[N:23]=[N:22]3)=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1>>[N:10]1[C:19]2[C:14](=[CH:15][C:16]([CH2:20][N:21]3[C:25]4=[N:26][C:27](/[C:30](=[N:2]/[N:3]5[CH2:7][C:6](=[O:8])[NH:5][C:4]5=[O:9])/[CH3:31])=[CH:28][N:29]=[C:24]4[N:23]=[N:22]3)=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 124729631-Aminohydantoin hydrochlorideHCID 593418021-(1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone

Product 1

HCID 71699913HCID 71699913, compoundYield 58%

Procedure

The title compound was prepared in 58% yield as a light yellow solid in analogy to the synthesis of example 52 from 1-aminoimidazolidine-2,4-dione hydrochloride and 1-(1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone. 1H-NMR (400 MHz, DMSO-d6) δ ppm 11.45 (s, 1H), 9.41 (s, 1H), 8.89 (d, 1H), 8.35 (d, 1H), 8.02 (m, 2H), 7.84 (d, 1H), 7.53 (dd, 1H), 6.23 (s, 2H), 4.56 (s, 2H), 2.49 (s, 3H). LCMS (method B): [MH]+=402, tR=1.81 min.

Sources & evidence

ORD record
ord-05493c32a6264c95a17a17e1e492c994
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Reaction notes

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