HCID 10016539, compound → HCID 68570039, compound

HRID 2053634Notes

Reaction equation

C[Al](C)C.COC(=O)C(O[Si](C(C)(C)C)(C)C)C1C=CC=CC=1.[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[C:31]1([CH:37]2[CH:41]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[NH:40][C:39]([CH:48]([C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)[OH:49])=[N:38]2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[C:31]1([C@H:37]2[C@@H:41]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[NH:40][C:39]([CH:48]([C:50]3[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=3)[OH:49])=[N:38]2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

Reactant 3

HCID 10016539HCID 10016539, compound

HCID 16682925Trimethylaluminum

HCID 68569616(4,5-Diphenyl-4,5-dihydro-1H-imidazol-2-yl)-phenyl-methanol trifluoroacetate

Product 1

HCID 68570039HCID 68570039, compound

Procedure

Employing the general trimethylaluminum coupling procedure and using (tert-butyl-dimethyl-silanyloxy)-phenyl-acetic acid methyl ester prepared in accordance with the procedures set out in Step 1 above and meso-1,2-diphenylethylene-diamine there is made: (4,5-Diphenyl-4,5-dihydro-1H-imidazol-2-yl)-phenyl-methanol trifluoroacetate. 1H NMR (DMSO) δ 10.95 (bs, 2H), 7.70-7.67 (m, 2H), 7.57-7.46 (m, 3H), 7.2-7.0 (m, 7H), 6.9-6.8 (m, 4H), 5.88 (s, 1H), 5.77 (s, 2H); LC/MS: 2.39 min/m/z 329 (M++1)

Workup

customprepared in accordance with the procedures

Sources & evidence

ORD record: ord-2a5e07c865274d73a136f93a83375b83
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07326792B2

Reaction notes

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