Heptane → HCID 58563115, compound

HRID 331130Notes

Reaction equation

HRID 331130 reaction equation
[NH2:1][C@@:2]([C:17]1[CH:22]=[C:21]([Br:23])[C:20]([F:24])=[CH:19][C:18]=1[F:25])([CH3:16])[C:3]([F:15])([F:14])[C:4]([CH3:13])([O:6][CH2:7][C:8](OCC)=[O:9])[CH3:5].CCCCCCC>C(OCC)(=O)C>[Br:23][C:21]1[C:20]([F:24])=[CH:19][C:18]([F:25])=[C:17]([C@:2]2([CH3:16])[C:3]([F:15])([F:14])[C:4]([CH3:13])([CH3:5])[O:6][CH2:7][C:8](=[O:9])[NH:1]2)[CH:22]=1

Participants

4

Reactant 2

HCID 8900HeptaneHCID 58563099HCID 58563099, compound

Product 1

HCID 58563115HCID 58563115, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Prepared in a manner analogous to that described for intermediate B6.1 from (R)-ethyl 2-(4-amino-4-(5-bromo-2,4-difluorophenyl)-3,3-difluoro-2-methylpentan-2-yloxy)acetate (intermediate B5.2) (16.1 g; 37.4 mmol). After silica gel column chromatography with heptane and ethyl acetate as the eluent the (R)-5-(5-bromo-2,4-difluorophenyl)-6,6-difluoro-5,7,7-trimethyl-[1,4]oxazepan-3-one (9.0 g, 23.4 mmol, 63% yield) was obtained as an off-white solid. MS: m/z=384.2 [(M+H)+] and 386.1 [(M+2+H)+].

Workup

  1. customPrepared in a manner analogous to

Sources & evidence

ORD record
ord-c1b142fa238f4da3b542441f444ceeaa
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

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