HCID 58012209, compound → 5-(5-chloro-2-thienyl)-1-(2-fluorobenzyl)-1,3-dihydro-2H-imidazol-2-one

HRID 660908Notes

Reaction equation

HRID 660908 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7](=O)[CH2:8][NH:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])=[O:11])=[CH:4][CH:3]=1>Cl.CO>[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:12]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:10](=[O:11])[NH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 58012209HCID 58012209, compound

Product 1

HCID 580122955-(5-chloro-2-thienyl)-1-(2-fluorobenzyl)-1,3-dihydro-2H-imidazol-2-one

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

1300 mg (ca. 4.0 mmol) of 1-[2-(5-chloro-2-thienyl)-2-oxoethyl]-3-(2-fluorobenzyl)-urea (Example 235A) are suspended in 15 ml of concentrated hydrochloric acid, diluted with 15 ml of methanol diluted and stirred at RT for 2 hrs. The suspension is filtered, the filtrate concentrated in vacuo and the residue purified by preparative HPLC [Method 10]. 220 mg (18% of theory) of the target compound are thus obtained.

Workup

  1. additiondiluted
  2. filtrationThe suspension is filtered
  3. concentrationthe filtrate concentrated in vacuo
  4. customthe residue purified by preparative HPLC [Method 10]
  5. custom220 mg (18% of theory) of the target compound are thus obtained

Sources & evidence

ORD record
ord-cca2c5591ae94ff5b2dffacddf848a4c
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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