HCID 86603443, compound → HCID 59135111, compound

HRID 1994650Notes

Reaction equation

HRID 1994650 reaction equation
[F:1][C:2]([F:52])([F:51])[C:3]1[CH:4]=[C:5]([CH:44]=[C:45]([C:47]([F:50])([F:49])[F:48])[CH:46]=1)[CH2:6][N:7]1[CH2:11][CH:10]([C:12]2[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:13]=2[C:22]2[CH:27]=[C:26]([CH:28]([CH3:30])[CH3:29])[C:25]([F:31])=[CH:24][C:23]=2[O:32][CH3:33])[N:9](CC2C=CC(OC)=CC=2)[C:8]1=[O:43]>C(O)(C(F)(F)F)=O>[F:51][C:2]([F:1])([F:52])[C:3]1[CH:4]=[C:5]([CH:44]=[C:45]([C:47]([F:49])([F:50])[F:48])[CH:46]=1)[CH2:6][N:7]1[CH2:11][CH:10]([C:12]2[CH:17]=[C:16]([C:18]([F:19])([F:20])[F:21])[CH:15]=[CH:14][C:13]=2[C:22]2[CH:27]=[C:26]([CH:28]([CH3:30])[CH3:29])[C:25]([F:31])=[CH:24][C:23]=2[O:32][CH3:33])[NH:9][C:8]1=[O:43]

Participants

3

Reactant 1

HCID 86603443HCID 86603443, compound

Product 1

HCID 59135111HCID 59135111, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 15 mg of 1-[3,5-bis(trifluoromethyl)benzyl]4-[4′-fluoro-5′-isopropyl-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl]-3-(4-methoxybenzyl)imidazolidin-2-one in 0.5 mL of TFA was stirred overnight at r.t. The reaction mixture was concentrated and then purified by reverse-phase HPLC [Waters XTerra C8 19×25 mm column, eluting at 20 mL/min with 90% water (0.1% TFA) to 100% acetonitrile (0.1% TFA) over 5.15 min, hold for 1.45 min, then back to 90% water over 0.5 min] to provide the title compound. Mass spectrum (ESI) 623.4 (M+1).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by reverse-phase HPLC [Waters XTerra C8 19×25 mm column
  3. washeluting at 20 mL/min with 90% water (0.1% TFA) to 100% acetonitrile (0.1% TFA) over 5.15 min

Sources & evidence

ORD record
ord-0508965462534c289e4ae34333108496
Source dataset
uspto-grants-2010_01
Patent number
US07652049B2

Reaction notes

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