1-Aminoimidazolidin-2-one → HCID 71699914, compound

HRID 456129

Reaction equation

HRID 456129 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][N:12]3[C:16]4=[N:17][C:18]([C:21](=O)[CH3:22])=[CH:19][N:20]=[C:15]4[N:14]=[N:13]3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH2:24][N:25]1[CH2:29][CH2:28][NH:27][C:26]1=[O:30]>>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][N:12]3[C:16]4=[N:17][C:18](/[C:21](=[N:24]/[N:25]5[CH2:29][CH2:28][NH:27][C:26]5=[O:30])/[CH3:22])=[CH:19][N:20]=[C:15]4[N:14]=[N:13]3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 1816971-Aminoimidazolidin-2-oneHCID 593418021-(1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone

Product 1

HCID 71699914HCID 71699914, compoundYield 26%

Procedure

The title compound was prepared in 26% yield as a light yellow solid in analogy to the synthesis of example 52 from 1-(1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone and 1-aminoimidazolidin-2-one. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.42 (s, 1H), 8.89 (d, 1H), 8.35 (d, 1H), 8.02 (m, 2H), 7.84 (d, 1H), 7.53 (dd, 1H), 7.36 (s, 1H), 6.22 (s, 2H), 3.75 (t, 2H), 3.41 (t, 2H), 2.42 (s, 3H). LCMS (method B): [MH]+=388, tR=1.89 min.

Sources & evidence

ORD record
ord-037985f7182d4ceb9d0a43b42576b833
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Linked notes

Loading…