Heptane → HCID 68227180, compound

HRID 403237Notes

Reaction equation

HRID 403237 reaction equation
Br[CH2:2][C:3]([NH:5][C@@:6]([C:13]1[CH:18]=[C:17]([Br:19])[CH:16]=[CH:15][C:14]=1[F:20])([CH3:12])[C:7]([F:11])([F:10])[CH2:8][OH:9])=[O:4].CCCCCCC>C(OCC)(=O)C>[Br:19][C:17]1[CH:16]=[CH:15][C:14]([F:20])=[C:13]([C@:6]2([CH3:12])[C:7]([F:11])([F:10])[CH2:8][O:9][CH2:2][C:3](=[O:4])[NH:5]2)[CH:18]=1

Participants

4

Reactant 2

HCID 8900HeptaneHCID 68227111HCID 68227111, compound

Product 1

HCID 68227180HCID 68227180, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Prepared in an analogous manner as described for intermediate A27A from 2-Bromo-N—[(R)-1-(5-bromo-2-fluoro-phenyl)-2,2-difluoro-3-hydroxy-1-methyl-propyl]-acetamide (intermediate A15B) (700 mg; 2.82 mmol). After silica gel column chromatography with heptane and ethyl acetate the (R)-5-(5-bromo-2-fluoro-phenyl)-6,6-difluoro-5-methyl-[1,4]oxazepan-3-one (366 mg, 1.83 mmol, 65% yield) was obtained as a white solid. MS (ISP): m/z=337.0 [(M+H)+] and 339.0 [(M+2+H)+].

Workup

  1. customPrepared in an analogous manner

Sources & evidence

ORD record
ord-899ae77e22144c638a1144c15da904b0
Source dataset
uspto-grants-2014_06
Patent number
US08748418B2

Reaction notes

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