Sodium → HCID 20432350, compound

HRID 2412513Notes

Reaction equation

HRID 2412513 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.[Na]>CCOC(C)=O.[Pt]=O>[C:1]([NH:9][CH:10]([C:37]([O:39][CH3:40])=[O:38])[CH2:11][C:12]1[N:13]=[C:14]([F:36])[N:15]([C:17]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=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

Participants

5

Reactant 2

HCID 5360545SodiumHCID 54151755HCID 54151755, compound

Product 1

HCID 20432350HCID 20432350, 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 a prehydrogenated sodium--containing platinum oxide catalyst (Adams' catalyst), for 3 days. Removal of catalyst and evaporation gave 4-(2-benzoylamino-2-methoxycarbonylethyl)-2-fluoro-1-triphenylmethylimidazole, having the following n.m.r. in CDCl3 : 3.0 (d, 2H); 3.65 (s, 3H); 4.92 and 5.0 (d of t, 1H); 6.3 (s, 1H); 7.0-7.5 (m, 19H); 7.65-8.0 (m, 2H).

Workup

  1. customRemoval of catalyst and evaporation

Sources & evidence

ORD record
ord-6a2b642974644f0bb792260f00e5f6f2
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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