Glycinamide hydrochloride → 2-[5-(4-chloro-phenyl)-1-(2,4-dichloro-phenyl)-4-ethyl-1H-pyrazol-3-yl]-3,5-dihydro-imidazol-4-one

HRID 1805204Notes

Reaction equation

HRID 1805204 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[N:11]=[C:10]([C:21](O)=O)[C:9]=2[CH2:24][CH3:25])=[CH:4][CH:3]=1.Cl.[NH2:27][CH2:28][C:29]([NH2:31])=[O:30]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[N:11]=[C:10]([C:21]3[NH:31][C:29](=[O:30])[CH2:28][N:27]=3)[C:9]=2[CH2:24][CH3:25])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 2723639Glycinamide hydrochlorideHCID 159505115-(4-chloro-phenyl)-1-(2,4-dichloro-phenyl)-4-ethyl-1H-pyrazole-3-carboxylic acid

Product 1

HCID 593171472-[5-(4-chloro-phenyl)-1-(2,4-dichloro-phenyl)-4-ethyl-1H-pyrazol-3-yl]-3,5-dihydro-imidazol-4-one

Procedure

Compound 26 was synthesized from 4c (1.0 g, 2.53 mmol) and 2-amino-acetamide hydrochloride (5k) (0.56 g, 4.56 mmol) as a white solid (0.81 g, 73%) in a manner similar to that described in Example 53. 1H NMR (400 MHz, CDCl3) δ 7.43 (d, 1H), 7.31 (d, 2H), 7.30˜7.27 (m, 2H), 7.07 (d, 2H), 4.35 (d, 2H), 2.77 (q, 2H), 1.20 (t, 3H); ESMS m/z: 433.1 (M+1).

Sources & evidence

ORD record
ord-dc9153712c25462f8a128f0663359982
Source dataset
uspto-grants-2013_01
Patent number
US08354442B2

Reaction notes

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