Methyl iodide → (R)-methyl 2-(3-(3,5-difluorophenyl)-1-methyl-5-oxo-8,11-dioxa-1,4-diazaspiro[5.6]dodecan-4-yl)acetate

HRID 1615766Notes

Reaction equation

HRID 1615766 reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([C@H:10]2[N:15]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:14](=[O:21])[C:13]3([CH2:27][O:26][CH2:25][CH2:24][O:23][CH2:22]3)[NH:12][CH2:11]2)[CH:6]=[C:7]([F:9])[CH:8]=1.[C:28](=O)([O-])[O-].[K+].[K+].CI>C(#N)C>[F:9][C:7]1[CH:6]=[C:5]([C@H:10]2[N:15]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:14](=[O:21])[C:13]3([CH2:22][O:23][CH2:24][CH2:25][O:26][CH2:27]3)[N:12]([CH3:28])[CH2:11]2)[CH:4]=[C:3]([F:2])[CH:8]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 68154674(R)-methyl 2-(3-(3,5-difluorophenyl)-5-oxo-8,11-dioxa-1,4-diazaspiro[5.6]dodecan-4-yl)acetate hydrochloride

Product 1

HCID 68154310(R)-methyl 2-(3-(3,5-difluorophenyl)-1-methyl-5-oxo-8,11-dioxa-1,4-diazaspiro[5.6]dodecan-4-yl)acetate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.10 g (0.25 mmol) (R)-methyl 2-(3-(3,5-difluorophenyl)-5-oxo-8,11-dioxa-1,4-diazaspiro[5.6]dodecan-4-yl)acetate hydrochloride in 20 ml acetonitrile were combined with 83 mg (0.60 mmol) potassium carbonate and with 0.04 ml (0.60 mmol) methyl iodide. The reaction mixture was stirred for 5 days at RT. Then the reaction was evaporated down and reacted without any further purification.

Workup

  1. customThen the reaction was evaporated down
  2. customreacted without any further purification

Sources & evidence

ORD record
ord-92c5193428574d368692de44c42a9bd2
Source dataset
uspto-grants-2014_07
Patent number
US08765763B2

Reaction notes

Loading…