alpha-Bromo-o-fluorotoluene → HCID 59468919, compound

HRID 1717196Notes

Reaction equation

HRID 1717196 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:12][CH2:11][C@:10]3([CH2:17][CH2:16][CH2:15][NH:14][C:13]3=[O:18])[N:9]2[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:4][CH:3]=1.[F:26][C:27]1[CH:34]=[CH:33][CH:32]=[CH:31][C:28]=1[CH2:29]Br>>[F:26][C:27]1[CH:34]=[CH:33][CH:32]=[CH:31][C:28]=1[CH2:29][O:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:12][CH2:11][C@:10]3([CH2:17][CH2:16][CH2:15][NH:14][C:13]3=[O:18])[N:9]2[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 67968alpha-Bromo-o-fluorotolueneHCID 59468951HCID 59468951, compound

Product 1

HCID 59468919HCID 59468919, compound

Procedure

The title compounds were prepared (D52: 20 mg, 76%; D53: 3 mg, 11%) using a similar procedure to that set out earlier in Description 11 starting from 1,1-dimethylethyl (5S)-2-(4-hydroxyphenyl)-6-oxo-1,7-diazaspiro[4.5]decane-1-carboxylate (D51) and 2-fluorobenzyl bromide. D52: Rt (HPLC) 5.92 min; MS: (ES/+) 909 [dimerH+]. D53: Rt (HPLC) 5.73 min; MS: (ES/+) 909 [dimerH+].

Sources & evidence

ORD record
ord-9e598367f4a546e0896b24bf89f559d9
Source dataset
uspto-grants-2010_09
Patent number
US07803833B2

Reaction notes

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