HCID 178437566, compound → HCID 178461700, compound

HRID 1523281Notes

Reaction equation

HRID 1523281 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH:14]([C:16]3([NH2:20])[CH2:19][O:18][CH2:17]3)[CH3:15])[NH:12][CH:13]=2)=[CH:5][CH:4]=1>C(O)C>[F:22][C:2]([F:1])([F:21])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([C@@H:14]([C:16]3([NH2:20])[CH2:17][O:18][CH2:19]3)[CH3:15])[NH:12][CH:13]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 178437566HCID 178437566, compound

Product 1

HCID 178461700HCID 178461700, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Racemic 3-(1-{4-[4-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}ethyl)oxetan-3-amine (Example 12, 0.410 g, 1.32 mmol) was dissolved in ethanol (8.2 mL). Enantiomers were separated by chiral preparative HPLC under basic conditions at ambient temperature on a Chiralpak AD-H column (250*, 21.2 mm i.d) supplied by Daicel Chemical Industries. A flow rate of 18 mL/min was used with a mobile phase of: 70% heptane+30% IPA+0.3% diethylamine (v/v) supplied by an Agilent 1200 prep pump. An injection volume of 1 mL was used per run.

Workup

  1. customEnantiomers were separated by chiral preparative HPLC under basic conditions at ambient temperature on a Chiralpak AD-H column (250*, 21.2 mm i.d)

Sources & evidence

ORD record
ord-4d024463868e420faa9509a417bd9041
Source dataset
uspto-grants-2015_07
Patent number
US09079878B2

Reaction notes

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