Hexane → HCID 58452698, compound

HRID 70686Notes

Reaction equation

HRID 70686 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[C:19]2[NH:24][C:23](=[O:25])[C:22]([O:26][CH:27]([F:29])[F:28])=[CH:21][CH:20]=2)=[CH:12]\[C@H:13]2[CH2:17][CH2:16][C:15](=[O:18])[NH:14]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].CCCCCC>C(O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([C:19]2[NH:24][C:23](=[O:25])[C:22]([O:26][CH:27]([F:28])[F:29])=[CH:21][CH:20]=2)[CH2:12][C@H:13]2[CH2:17][CH2:16][C:15](=[O:18])[NH:14]2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 8058HexaneHCID 58452509HCID 58452509, compound

Product 1

HCID 58452698HCID 58452698, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An (R,S) mixture of the title compound was obtained by performing substantially the same reaction as in Examples 4-207 and 4-208(2) except for using 6-{(E)-1-(4-tert-butylphenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl}-3-(difluoromethoxy)pyridin-2(1H)-one obtained in Example 4-165. This was preparatively isolated by a chiral HPLC column (CHIRALCEL OD-H, hexane:ethanol=50:50 v/v, 40° C., 7.0 mL/min, 210 nm) to give one diastereomer (A) of the title compound as a colorless amorphous (20 mg) and the other diastereomer (B) of the title compound as a colorless powder (24 mg).

Workup

  1. customwas obtained
  2. customthe same reaction as in Examples 4-207 and 4-208(2) except

Sources & evidence

ORD record
ord-cec994c1494946eaa7053625582149e5
Source dataset
uspto-grants-2014_09
Patent number
US08822503B2

Reaction notes

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