HCID 54151755, compound → HCID 20432447, compound

HRID 2412514Notes

Reaction equation

HRID 2412514 reaction equation
[C:1]([NH:9][C:10]([C:37]([O:39][CH3:40])=[O:38])=[CH:11][C:12]1[N:13]=[C:14]([F:36])[N:15]([C:17]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOC(C)=O.[Pt]=O>[CH:2]1([C:1]([NH:9][CH:10]([C:37]([O:39][CH3:40])=[O:38])[CH2:11][C:12]2[N:13]=[C:14]([F:36])[N:15]([C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:16]=2)=[O:8])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 54151755HCID 54151755, compound

Product 1

HCID 20432447HCID 20432447, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

4-(2-Benzoylamino-2-methoxycarbonylvinyl)-2-fluoro-1-triphenylmethylimidazole was hydrogenated in EtOAc using prehydrogenated fully active platinum oxide catalyst (Adams' catalyst) for 2.5 days. Work-up gave 4-(2-cyclohexylcarbonylamino-2-methoxycarbonylethyl)-2-fluoro-1-triphenylmethylimidazole, having the following n.m.r. in CDCl3 : 1.0-2.3 (m, 11H); 2.85 (d, 2H); 3.6 (s, 3H); 4.2 and 4.27 (d of t, 1H); 6.24 (s, 1H); 6.8 (d, 1H); 7.0-7.5 (m, 15H).

Workup

  1. customfor 2.5 days

Sources & evidence

ORD record
ord-0579accf778b4c4f8ff77284872dea7c
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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