alpha-Bromo-o-fluorotoluene → HCID 59468914, compound

HRID 1690103Notes

Reaction equation

HRID 1690103 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C@H:8]2[CH2:12][CH2:11][C@:10]3([CH2:16][CH2:15][NH:14][C:13]3=[O:17])[N:9]2[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH:5]=[CH:6][CH:7]=1.[F:25][C:26]1[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=1[CH2:28]Br>>[F:25][C:26]1[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=1[CH2:28][O:1][C:2]1[CH:3]=[C:4]([C@H:8]2[CH2:12][CH2:11][C@:10]3([CH2:16][CH2:15][NH:14][C:13]3=[O:17])[N:9]2[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 67968alpha-Bromo-o-fluorotolueneHCID 59468976HCID 59468976, compound

Product 1

HCID 59468914HCID 59468914, compoundYield 78%

Procedure

The title compound (0.420 g, 78%) was prepared from 1,1-dimethylethyl (2R,5R)-2-(3-hydroxyphenyl)-6-oxo-1,7-diazaspiro[4.4]nonane-1-carboxylate (D45, 410 mg, 1.23 mmol) and 2-fluorobenzyl bromide using a similar procedure to that set out earlier in Description 11.

Sources & evidence

ORD record
ord-f0138c446bf04941b928a9da82c57570
Source dataset
uspto-grants-2012_04
Patent number
US08153623B2

Reaction notes

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