HCID 118272043, compound → HCID 118272243, compound

HRID 590777Notes

Reaction equation

HRID 590777 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:12][C:13]([NH2:15])=[O:14])[CH2:9][O:10][CH3:11])=[CH:4][CH:3]=1>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:12][C:13]([NH2:15])=[O:14])[CH2:9][O:10][CH3:11])=[CH:4][CH:3]=1.[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:12][C:13]([NH2:15])=[O:14])[CH2:9][O:10][CH3:11])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 118272043HCID 118272043, compound

Product 2

HCID 118272243HCID 118272243, compoundHCID 118272336HCID 118272336, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The enantiomers of 1-(1-(4-fluorophenyl)-2-methoxyethyl)urea (1.411 g, 6.65 mmol) were separated by SFC (Berger Multigram II SFC, column: Chiral Technology IC-H 2.1×25 cm, 5 uM, mobile phase: 20% to 80% MeOH in CO2(1), flow rate: 70 mL/min, 4 min run time). The fractions were collected and the solvent evaporated in vacuo to afford (S)-1-(1-(4-fluorophenyl)-2-methoxyethyl)urea and (R)-1-(1-(4-fluorophenyl)-2-methoxyethyl)urea. MS ESI calc'd. for C10H13FN2O2 [M+1]+ 213. found 213 (Intermediate 22C) and MS ESI calc'd. for C10H13FN2O2 [M+1]+ 213. found 213 (Intermediate 23C).

Workup

  1. customThe fractions were collected
  2. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-3f1edf871a084e8eb75f34a371f0fed3
Source dataset
uspto-grants-2016_01
Patent number
US09233979B2

Reaction notes

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